MiMeDB: Showing metabocard for CMP-N,N-diacetyllegionaminate (MMDBc0055810)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:07:20 UTC

Update Date

2022-08-12 20:09:28 UTC

Metabolite ID

MMDBc0055810

Metabolite Identification

Common Name

CMP-N,N-diacetyllegionaminate

Description

CMP-N,N-diacetyllegionaminate(2-), also known as CMP-N,N-diacetyllegionaminic acid, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Based on a literature review a significant number of articles have been published on CMP-N,N-diacetyllegionaminate(2-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222072D          

 52 54  0  0  1  0            999 V2000
    2.7558    6.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1567    8.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9418   10.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4309    2.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9158    2.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792    8.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297    5.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685    7.4911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5939    8.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   10.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8919    8.8327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1451    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3896    2.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057    8.1907    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0674    8.8615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4777    5.5108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8102    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6302    8.1619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0652    4.2413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6070    7.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2402    3.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    7.4047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8745    1.5715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    8.9191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801    9.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252    2.9927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    3.5739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440    7.5198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2066    9.6763    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.7300   11.0180    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3291    9.5324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4777    6.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    5.2809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7218    6.2787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2571    7.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5758    4.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309    7.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1408    5.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013    6.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8902    4.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175    7.4335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705    6.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    6.3428    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    7.4623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    9.5612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    5.8408    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9812    8.2195    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    8.1331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426    5.8854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2269    4.4426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2429    8.8903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    3.5062    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  4  0  0  0
 10  3  1  4  0  0  0
 11  6  1  0  0  0  0
 12  7  1  1  0  0  0
 13  4  1  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  1  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 22  6  1  0  0  0  0
 22 20  1  1  0  0  0
 23 13  2  0  0  0  0
 24  9  2  0  0  0  0
 14 24  1  1  0  0  0
 25 10  2  0  0  0  0
 15 25  1  1  0  0  0
 26 13  1  0  0  0  0
 26 21  2  0  0  0  0
 27  5  1  0  0  0  0
 19 27  1  1  0  0  0
 27 21  1  0  0  0  0
  8 28  1  6  0  0  0
 29  9  1  0  0  0  0
 30 10  1  0  0  0  0
 11 31  1  1  0  0  0
 16 32  1  6  0  0  0
 17 33  1  6  0  0  0
 34 20  2  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 39  7  1  0  0  0  0
 40 12  1  0  0  0  0
 40 19  1  0  0  0  0
 41 18  1  0  0  0  0
 41 22  1  0  0  0  0
 22 42  1  6  0  0  0
 43 37  1  0  0  0  0
 43 38  2  0  0  0  0
 43 39  1  0  0  0  0
 43 42  1  0  0  0  0
  8 44  1  6  0  0  0
 11 45  1  6  0  0  0
 12 46  1  6  0  0  0
 14 47  1  6  0  0  0
 15 48  1  1  0  0  0
 16 49  1  1  0  0  0
 17 50  1  1  0  0  0
 18 51  1  6  0  0  0
 19 52  1  6  0  0  0
M  CHG  2  29  -1  30  -1
M  END


  Mrv1652306172222072D          

 52 54  0  0  1  0            999 V2000
    2.7558    6.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1567    8.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9418   10.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4309    2.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9158    2.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792    8.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297    5.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685    7.4911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5939    8.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   10.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8919    8.8327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1451    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3896    2.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057    8.1907    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0674    8.8615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4777    5.5108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8102    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6302    8.1619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0652    4.2413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6070    7.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2402    3.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    7.4047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8745    1.5715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    8.9191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801    9.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252    2.9927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    3.5739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440    7.5198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2066    9.6763    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.7300   11.0180    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3291    9.5324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4777    6.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    5.2809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7218    6.2787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2571    7.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5758    4.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309    7.1274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1408    5.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1013    6.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8902    4.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175    7.4335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705    6.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    6.3428    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    7.4623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5046    9.5612    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    5.8408    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9812    8.2195    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    8.1331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426    5.8854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2269    4.4426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2429    8.8903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    3.5062    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  4  0  0  0
 10  3  1  4  0  0  0
 11  6  1  0  0  0  0
 12  7  1  1  0  0  0
 13  4  1  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  1  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 22  6  1  0  0  0  0
 22 20  1  1  0  0  0
 23 13  2  0  0  0  0
 24  9  2  0  0  0  0
 14 24  1  1  0  0  0
 25 10  2  0  0  0  0
 15 25  1  1  0  0  0
 26 13  1  0  0  0  0
 26 21  2  0  0  0  0
 27  5  1  0  0  0  0
 19 27  1  1  0  0  0
 27 21  1  0  0  0  0
  8 28  1  6  0  0  0
 29  9  1  0  0  0  0
 30 10  1  0  0  0  0
 11 31  1  1  0  0  0
 16 32  1  6  0  0  0
 17 33  1  6  0  0  0
 34 20  2  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 39  7  1  0  0  0  0
 40 12  1  0  0  0  0
 40 19  1  0  0  0  0
 41 18  1  0  0  0  0
 41 22  1  0  0  0  0
 22 42  1  6  0  0  0
 43 37  1  0  0  0  0
 43 38  2  0  0  0  0
 43 39  1  0  0  0  0
 43 42  1  0  0  0  0
  8 44  1  6  0  0  0
 11 45  1  6  0  0  0
 12 46  1  6  0  0  0
 14 47  1  6  0  0  0
 15 48  1  1  0  0  0
 16 49  1  1  0  0  0
 17 50  1  1  0  0  0
 18 51  1  6  0  0  0
 19 52  1  6  0  0  0
M  CHG  2  29  -1  30  -1
M  END
> <DATABASE_ID>
MMDBc0055810

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(O)[C@@]([H])(N=C(C)[O-])[C@]1([H])O[C@](C[C@]([H])(O)[C@@]1([H])N=C(C)[O-])(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34N5O15P/c1-8(28)14(24-9(2)29)18-15(25-10(3)30)11(31)6-22(41-18,20(34)35)42-43(37,38)39-7-12-16(32)17(33)19(40-12)27-5-4-13(23)26-21(27)36/h4-5,8,11-12,14-19,28,31-33H,6-7H2,1-3H3,(H,24,29)(H,25,30)(H,34,35)(H,37,38)(H2,23,26,36)/p-2/t8-,11+,12-,14-,15-,16-,17-,18+,19-,22-/m1/s1

> <INCHI_KEY>
XTZJKGIMUFZFBV-QBAABWDMSA-L

> <FORMULA>
C22H32N5O15P

> <MOLECULAR_WEIGHT>
637.493

> <EXACT_MASS>
637.164349508

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
56.100136754161966

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1R,2R)-1-[(2S,3R,4S,6R)-6-carboxy-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-4-hydroxy-3-[(1-oxidoethylidene)amino]oxan-2-yl]-2-hydroxypropyl]ethanecarboximidate

> <JCHEM_LOGP>
-3.9859519855263112

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.232888280563426

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2294243408520766

> <JCHEM_PKA_STRONGEST_BASIC>
2.714364123395351

> <JCHEM_POLAR_SURFACE_AREA>
322.96000000000004

> <JCHEM_REFRACTIVITY>
168.5342000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1R,2R)-1-[(2S,3R,4S,6R)-6-carboxy-6-({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-4-hydroxy-3-[(1-oxidoethylidene)amino]oxan-2-yl]-2-hydroxypropyl]ethanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       5.144  12.624   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.159  15.397   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.225  19.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.804   4.018   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.709   5.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.855  15.128   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.469   9.858   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.421  13.983   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.975  16.703   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.686  19.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.132  16.488   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.004   9.382   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.727   4.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.237  15.289   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.592  16.542   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.758  10.287   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.512   9.382   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.776  15.236   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.988   7.917   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.466  13.245   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.448   6.832   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.038  13.822   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -1.632   2.934   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       4.514  16.649   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       6.869  17.901   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      -1.354   5.586   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       1.083   6.671   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0       2.882  14.037   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.252  18.063   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0       6.963  20.567   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0       9.948  17.794   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.758  11.827   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.048   9.858   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      10.681  11.720   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      11.680  14.193   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.075   8.239   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.778  13.304   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.730  10.375   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.789  11.364   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.528   7.917   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       7.499  13.876   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       8.718  12.316   0.000  0.00  0.00           O+0
HETATM   43  P   UNK     0       7.254  11.840   0.000  0.00  0.00           P+0
HETATM   44  H   UNK     0       5.960  13.930   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       8.409  17.848   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.245  10.903   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.698  15.343   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       8.315  15.182   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.386  10.986   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.423   8.293   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       6.053  16.595   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.687   6.545   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    5   13                                                       
CONECT    5    4   27                                                       
CONECT    6   11   22                                                       
CONECT    7   12   39                                                       
CONECT    8    1   14   28   44                                             
CONECT    9    2   24   29                                                  
CONECT   10    3   25   30                                                  
CONECT   11    6   15   31   45                                             
CONECT   12    7   16   40   46                                             
CONECT   13    4   23   26                                                  
CONECT   14    8   18   24   47                                             
CONECT   15   11   18   25   48                                             
CONECT   16   12   17   32   49                                             
CONECT   17   16   19   33   50                                             
CONECT   18   14   15   41   51                                             
CONECT   19   17   27   40   52                                             
CONECT   20   22   34   35                                                  
CONECT   21   26   27   36                                                  
CONECT   22    6   20   41   42                                             
CONECT   23   13                                                            
CONECT   24    9   14                                                       
CONECT   25   10   15                                                       
CONECT   26   13   21                                                       
CONECT   27    5   19   21                                                  
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   20                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
CONECT   37   43                                                            
CONECT   38   43                                                            
CONECT   39    7   43                                                       
CONECT   40   12   19                                                       
CONECT   41   18   22                                                       
CONECT   42   22   43                                                       
CONECT   43   37   38   39   42                                             
CONECT   44    8                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   18                                                            
CONECT   52   19                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

Synonyms

Value	Source
CMP-N,N-Diacetyllegionaminate	ChEBI
CMP-N,N-Diacetyllegionaminic acid	Generator
CMP-N,N-Diacetyllegionaminic acid(2-)	Generator

Molecular Formula

C₂₂H₃₂N₅O₁₅P

Average Mass

637.493

Monoisotopic Mass

637.164349508

IUPAC Name

N-[(1R,2R)-1-[(2S,3R,4S,6R)-6-carboxy-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-4-hydroxy-3-[(1-oxidoethylidene)amino]oxan-2-yl]-2-hydroxypropyl]ethanecarboximidate

Traditional Name

N-[(1R,2R)-1-[(2S,3R,4S,6R)-6-carboxy-6-({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-4-hydroxy-3-[(1-oxidoethylidene)amino]oxan-2-yl]-2-hydroxypropyl]ethanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](C)(O)[C@@]([H])(N=C(C)[O-])[C@]1([H])O[C@](C[C@]([H])(O)[C@@]1([H])N=C(C)[O-])(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2O)[C@]([H])(O)[C@]1([H])O)C(O)=O

InChI Identifier

InChI=1S/C22H34N5O15P/c1-8(28)14(24-9(2)29)18-15(25-10(3)30)11(31)6-22(41-18,20(34)35)42-43(37,38)39-7-12-16(32)17(33)19(40-12)27-5-4-13(23)26-21(27)36/h4-5,8,11-12,14-19,28,31-33H,6-7H2,1-3H3,(H,24,29)(H,25,30)(H,34,35)(H,37,38)(H2,23,26,36)/p-2/t8-,11+,12-,14-,15-,16-,17-,18+,19-,22-/m1/s1

InChI Key

XTZJKGIMUFZFBV-QBAABWDMSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
C-glucuronide
C-glycosyl compound
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Aminopyrimidine
Pyrimidone
Dialkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyran
Pyrimidine
Alkyl phosphate
Imidolactam
Tetrahydrofuran
Heteroaromatic compound
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Amino acid
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Amine
Organonitrogen compound
Organopnictogen compound
Organooxygen compound
Organic nitrogen compound
Primary amine
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:68670 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-4	ChemAxon
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	2.71	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	322.96 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	168.53 m³·mol⁻¹	ChemAxon
Polarizability	56.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

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	2	Human ; Human feces

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

28533256

KEGG Compound ID

Not Available

BioCyc ID

CPD-13167

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70678952

PDB ID

Not Available

ChEBI ID

68670

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for CMP-N,N-diacetyllegionaminate (MMDBc0055810)

MOL for #<Metabolite:0x00007fecf18b0278>

3D MOL for #<Metabolite:0x00007fecf18b0278>

3D SDF for #<Metabolite:0x00007fecf18b0278>

3D-SDF for #<Metabolite:0x00007fecf18b0278>

PDB for #<Metabolite:0x00007fecf18b0278>

3D PDB for #<Metabolite:0x00007fecf18b0278>

SMILES for #<Metabolite:0x00007fecf18b0278>

INCHI for #<Metabolite:0x00007fecf18b0278>

Structure for #<Metabolite:0x00007fecf18b0278>

3D Structure for #<Metabolite:0x00007fecf18b0278>