MiMeDB: Showing metabocard for 2'-(5-Triphosphoribosyl)-3'-dephospho-CoA (MMDBc0030116)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:54:30 UTC

Update Date

2022-08-31 17:39:50 UTC

Metabolite ID

MMDBc0030116

Metabolite Identification

Common Name

2'-(5-Triphosphoribosyl)-3'-dephospho-CoA

Description

2'-(5-triphosphoribosyl)-3'-dephospho-CoA is a member of the chemical class known as Purine Ribonucleoside Triphosphates. These are purine ribobucleotides with triphosphate group linked to the ribose moiety.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10191208592D          

 74 77  0  0  0  0            999 V2000
   -2.9472   -3.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -5.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9935   -6.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1730   -6.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4851   -7.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3056   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -3.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -2.6167    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3290   -6.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4267   -1.3973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6814   -4.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170   -5.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8609   -4.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1495   -7.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374   -5.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8441   -7.6032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3519   -2.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9787   -0.7842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1663   -3.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5320   -5.9234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549   -8.1739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3616   -7.4397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -7.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072   -1.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253   -2.9856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1992   -4.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5582   -4.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706   -2.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7982   -4.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4448   -5.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -6.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7049   -3.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6274   -6.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0639   -3.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -5.5631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5411   -7.3534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716   -2.6500    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.3787   -4.7426    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844   -3.4899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -6.0480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6411   -8.6156    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876   -2.8023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9206   -2.9637    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.0859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2236   -1.6108    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432   -1.3316    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965   -5.1698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0555   -0.6191    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
 12  7  1  1  0  0  0
 13  8  1  1  0  0  0
 14  3  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 23 20  1  0  0  0  0
 24 19  1  0  0  0  0
 25 18  1  0  0  0  0
 26  1  1  0  0  0  0
 26  2  1  0  0  0  0
 26  9  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  5  1  4  0  0  0
 28 14  2  0  0  0  0
 29  4  1  4  0  0  0
 29 23  2  0  0  0  0
 30 10  2  0  0  0  0
 30 21  1  0  0  0  0
 31 10  1  0  0  0  0
 31 22  2  0  0  0  0
 32 11  2  0  0  0  0
 32 15  1  0  0  0  0
 33 11  1  0  0  0  0
 33 22  1  0  0  0  0
 24 33  1  1  0  0  0
 34 14  1  0  0  0  0
 16 35  1  6  0  0  0
 17 36  1  6  0  0  0
 18 37  1  6  0  0  0
 20 38  1  1  0  0  0
 39 23  1  0  0  0  0
 51  7  1  0  0  0  0
 52  8  1  0  0  0  0
 53  9  1  0  0  0  0
 54 13  1  0  0  0  0
 54 24  1  0  0  0  0
 55 12  1  0  0  0  0
 55 25  1  0  0  0  0
 19 56  1  6  0  0  0
 25 56  1  1  0  0  0
 60 40  1  0  0  0  0
 60 41  1  0  0  0  0
 60 42  2  0  0  0  0
 60 57  1  0  0  0  0
 61 43  1  0  0  0  0
 61 44  2  0  0  0  0
 61 52  1  0  0  0  0
 61 58  1  0  0  0  0
 62 45  1  0  0  0  0
 62 46  2  0  0  0  0
 62 51  1  0  0  0  0
 62 59  1  0  0  0  0
 63 47  1  0  0  0  0
 63 48  2  0  0  0  0
 63 53  1  0  0  0  0
 63 58  1  0  0  0  0
 64 49  1  0  0  0  0
 64 50  2  0  0  0  0
 64 57  1  0  0  0  0
 64 59  1  0  0  0  0
 65  6  1  0  0  0  0
 12 66  1  6  0  0  0
 13 67  1  6  0  0  0
 16 68  1  1  0  0  0
 17 69  1  1  0  0  0
 18 70  1  1  0  0  0
 19 71  1  1  0  0  0
 20 72  1  1  0  0  0
 24 73  1  6  0  0  0
 25 74  1  6  0  0  0
M  END


  Mrv0541 10191208592D          

 74 77  0  0  0  0            999 V2000
   -2.9472   -3.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -5.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9935   -6.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1730   -6.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4851   -7.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3056   -7.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975   -3.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -4.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8837   -2.6167    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3290   -6.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4267   -1.3973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6814   -4.5023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170   -5.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8609   -4.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1495   -7.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8374   -5.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1992   -4.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9706   -2.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4448   -5.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -6.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649   -3.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8844   -3.4899    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -6.0480    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6411   -8.6156    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876   -2.8023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1965   -5.1698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0555   -0.6191    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
 12  7  1  1  0  0  0
 13  8  1  1  0  0  0
 14  3  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
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 23 20  1  0  0  0  0
 24 19  1  0  0  0  0
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 26  1  1  0  0  0  0
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 24 33  1  1  0  0  0
 34 14  1  0  0  0  0
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 20 38  1  1  0  0  0
 39 23  1  0  0  0  0
 51  7  1  0  0  0  0
 52  8  1  0  0  0  0
 53  9  1  0  0  0  0
 54 13  1  0  0  0  0
 54 24  1  0  0  0  0
 55 12  1  0  0  0  0
 55 25  1  0  0  0  0
 19 56  1  6  0  0  0
 25 56  1  1  0  0  0
 60 40  1  0  0  0  0
 60 41  1  0  0  0  0
 60 42  2  0  0  0  0
 60 57  1  0  0  0  0
 61 43  1  0  0  0  0
 61 44  2  0  0  0  0
 61 52  1  0  0  0  0
 61 58  1  0  0  0  0
 62 45  1  0  0  0  0
 62 46  2  0  0  0  0
 62 51  1  0  0  0  0
 62 59  1  0  0  0  0
 63 47  1  0  0  0  0
 63 48  2  0  0  0  0
 63 53  1  0  0  0  0
 63 58  1  0  0  0  0
 64 49  1  0  0  0  0
 64 50  2  0  0  0  0
 64 57  1  0  0  0  0
 64 59  1  0  0  0  0
 65  6  1  0  0  0  0
 12 66  1  6  0  0  0
 13 67  1  6  0  0  0
 16 68  1  1  0  0  0
 17 69  1  1  0  0  0
 18 70  1  1  0  0  0
 19 71  1  1  0  0  0
 20 72  1  1  0  0  0
 24 73  1  6  0  0  0
 25 74  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030116

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(C(O)=NCCC(O)=NCCS)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O[C@]2([H])O[C@]([H])(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@]([H])(O)[C@@]2([H])O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C26H46N7O26P5S/c1-26(2,20(38)23(39)29-4-3-14(34)28-5-6-65)9-53-63(47,48)58-61(43,44)52-8-13-17(36)19(24(54-13)33-11-32-15-21(27)30-10-31-22(15)33)56-25-18(37)16(35)12(55-25)7-51-62(45,46)59-64(49,50)57-60(40,41)42/h10-13,16-20,24-25,35-38,65H,3-9H2,1-2H3,(H,28,34)(H,29,39)(H,43,44)(H,45,46)(H,47,48)(H,49,50)(H2,27,30,31)(H2,40,41,42)/t12-,13-,16-,17-,18-,19-,20+,24-,25+/m1/s1

> <INCHI_KEY>
NFWZJXFBUKDGOX-JIRKQKIOSA-N

> <FORMULA>
C26H46N7O26P5S

> <MOLECULAR_WEIGHT>
1059.609

> <EXACT_MASS>
1059.090127929

> <JCHEM_ACCEPTOR_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
87.73651818753723

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid

> <ALOGPS_LOGP>
-0.20

> <JCHEM_LOGP>
-3.7415277603333355

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8024475741504413

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8509726688903356

> <JCHEM_POLAR_SURFACE_AREA>
505.52000000000015

> <JCHEM_REFRACTIVITY>
211.98020000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-[({hydroxy[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-OCT-12         0                                  
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HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
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HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
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HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   60  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   61  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   62  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   63  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   64  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   65  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   66  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   26                                                            
CONECT    2   26                                                            
CONECT    3    4   14                                                       
CONECT    4    3   29                                                       
CONECT    5    6   28                                                       
CONECT    6    5   65                                                       
CONECT    7   12   51                                                       
CONECT    8   13   52                                                       
CONECT    9   26   53                                                       
CONECT   10   30   31                                                       
CONECT   11   32   33                                                       
CONECT   12    7   16   55   66                                             
CONECT   13    8   17   54   67                                             
CONECT   14    3   28   34                                                  
CONECT   15   21   22   32                                                  
CONECT   16   12   18   35   68                                             
CONECT   17   13   19   36   69                                             
CONECT   18   16   25   37   70                                             
CONECT   19   17   24   56   71                                             
CONECT   20   23   26   38   72                                             
CONECT   21   15   27   30                                                  
CONECT   22   15   31   33                                                  
CONECT   23   20   29   39                                                  
CONECT   24   19   33   54   73                                             
CONECT   25   18   55   56   74                                             
CONECT   26    1    2    9   20                                             
CONECT   27   21                                                            
CONECT   28    5   14                                                       
CONECT   29    4   23                                                       
CONECT   30   10   21                                                       
CONECT   31   10   22                                                       
CONECT   32   11   15                                                       
CONECT   33   11   22   24                                                  
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   20                                                            
CONECT   39   23                                                            
CONECT   40   60                                                            
CONECT   41   60                                                            
CONECT   42   60                                                            
CONECT   43   61                                                            
CONECT   44   61                                                            
CONECT   45   62                                                            
CONECT   46   62                                                            
CONECT   47   63                                                            
CONECT   48   63                                                            
CONECT   49   64                                                            
CONECT   50   64                                                            
CONECT   51    7   62                                                       
CONECT   52    8   61                                                       
CONECT   53    9   63                                                       
CONECT   54   13   24                                                       
CONECT   55   12   25                                                       
CONECT   56   19   25                                                       
CONECT   57   60   64                                                       
CONECT   58   61   63                                                       
CONECT   59   62   64                                                       
CONECT   60   40   41   42   57                                             
CONECT   61   43   44   52   58                                             
CONECT   62   45   46   51   59                                             
CONECT   63   47   48   53   58                                             
CONECT   64   49   50   57   59                                             
CONECT   65    6                                                            
CONECT   66   12                                                            
CONECT   67   13                                                            
CONECT   68   16                                                            
CONECT   69   17                                                            
CONECT   70   18                                                            
CONECT   71   19                                                            
CONECT   72   20                                                            
CONECT   73   24                                                            
CONECT   74   25                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  154    0
END

Synonyms

Not Available

Molecular Formula

C₂₆H₄₆N₇O₂₆P₅S

Average Mass

1059.609

Monoisotopic Mass

1059.090127929

IUPAC Name

(2R)-4-({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid

Traditional Name

(2R)-4-[({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-[({hydroxy[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-2-yl]oxy}-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(C(O)=NCCC(O)=NCCS)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O[C@]2([H])O[C@]([H])(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@]([H])(O)[C@@]2([H])O)[C@]1([H])O

InChI Identifier

InChI=1S/C26H46N7O26P5S/c1-26(2,20(38)23(39)29-4-3-14(34)28-5-6-65)9-53-63(47,48)58-61(43,44)52-8-13-17(36)19(24(54-13)33-11-32-15-21(27)30-10-31-22(15)33)56-25-18(37)16(35)12(55-25)7-51-62(45,46)59-64(49,50)57-60(40,41)42/h10-13,16-20,24-25,35-38,65H,3-9H2,1-2H3,(H,28,34)(H,29,39)(H,43,44)(H,45,46)(H,47,48)(H,49,50)(H2,27,30,31)(H2,40,41,42)/t12-,13-,16-,17-,18-,19-,20+,24-,25+/m1/s1

InChI Key

NFWZJXFBUKDGOX-JIRKQKIOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Monoalkyl phosphates

Alternative Parents

Substituents

Monoalkyl phosphate
Carboximidic acid derivative
Carboximidic acid
Alkylthiol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	18.3 g/L	ALOGPS
logP	-0.2	ALOGPS
logP	-3.7	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	0.85	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	26	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	505.52 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	211.98 m³·mol⁻¹	ChemAxon
Polarizability	87.74 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002s-6910001000-f4f861f346fb75cca342	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ti-7930000000-695461e8bfd161ed5316	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004s-9810000000-6addae9cde79098e0b87	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-053r-9731214201-22f57ed038436902e62b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-7930201100-8d23cd24997eafa3b68b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a70-6951200000-5f6342661b613623c853	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50909798

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for 2'-(5-Triphosphoribosyl)-3'-dephospho-CoA (MMDBc0030116)

MOL for #<Metabolite:0x00007fed080dd570>

3D MOL for #<Metabolite:0x00007fed080dd570>

3D SDF for #<Metabolite:0x00007fed080dd570>

3D-SDF for #<Metabolite:0x00007fed080dd570>

PDB for #<Metabolite:0x00007fed080dd570>

3D PDB for #<Metabolite:0x00007fed080dd570>

SMILES for #<Metabolite:0x00007fed080dd570>

INCHI for #<Metabolite:0x00007fed080dd570>

Structure for #<Metabolite:0x00007fed080dd570>

3D Structure for #<Metabolite:0x00007fed080dd570>