MiMeDB: Showing metabocard for Anthraniloyl-CoA (MMDBc0032900)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 22:57:14 UTC

Update Date

2022-08-31 21:45:21 UTC

Metabolite ID

MMDBc0032900

Metabolite Identification

Common Name

Anthraniloyl-CoA

Description

An acyl-CoA(4−) that is the tetra-anion of anthraniloyl-CoA arising from deprotonation of phosphate and diphosphate functions. Pre-requisite molecule utilized in the formation of all Pseudomonas aeruginosa alkyl-quinolone species.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652311182123572D          

 57 60  0  0  0  0            999 V2000
   -8.7643   -8.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1768   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5893   -6.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8913   -7.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6058   -7.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3202   -7.9457    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9077   -8.6602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7327   -7.2312    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -12.0347   -8.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7492   -7.9457    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1617   -8.6602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3367   -7.2312    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -13.4637   -7.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1781   -7.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8926   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6463   -7.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1983   -7.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7858   -6.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9788   -6.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1214   -5.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7089   -5.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2609   -4.4600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0146   -4.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.9283   -5.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5958   -6.1009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3495   -5.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4357   -4.9449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7683   -4.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8545   -3.6395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0188   -7.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8178   -8.6757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6024   -8.9307    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8574   -8.1461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3475   -9.7153    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -17.3870   -9.1856    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -8.4624   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479   -8.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0334   -7.1207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3190   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6045   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8900   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8900   -8.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1755   -7.1207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7466   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -7.5332    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -6.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258   -8.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113   -8.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -8.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -8.7707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4624   -6.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 50 55  1  0  0  0  0
 55 56  1  0  0  0  0
 36 57  1  0  0  0  0
M  CHG  4   8  -1  12  -1  34  -1  35  -1
M  END


  Mrv1652311182123572D          

 57 60  0  0  0  0            999 V2000
   -8.7643   -8.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1768   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5893   -6.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8913   -7.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6058   -7.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3202   -7.9457    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9077   -8.6602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7327   -7.2312    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -12.0347   -8.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7492   -7.9457    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1617   -8.6602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3367   -7.2312    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -13.4637   -7.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1781   -7.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8926   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6463   -7.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1983   -7.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7858   -6.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9788   -6.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1214   -5.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7089   -5.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2609   -4.4600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0146   -4.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.9283   -5.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.5958   -6.1009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3495   -5.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4357   -4.9449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7683   -4.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8545   -3.6395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0188   -7.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8178   -8.6757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6024   -8.9307    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8574   -8.1461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3475   -9.7153    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  -17.3870   -9.1856    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -8.4624   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479   -8.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0334   -7.1207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3190   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6045   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8900   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8900   -8.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1755   -7.1207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7466   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -7.5332    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -6.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113   -7.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258   -7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258   -8.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1113   -8.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -8.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -8.7707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4624   -6.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 50 55  1  0  0  0  0
 55 56  1  0  0  0  0
 36 57  1  0  0  0  0
M  CHG  4   8  -1  12  -1  34  -1  35  -1
M  END
> <DATABASE_ID>
MMDBc0032900

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(COP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C1=CC=CC=C1N

> <INCHI_IDENTIFIER>
InChI=1S/C28H41N8O17P3S/c1-28(2,22(39)25(40)32-8-7-18(37)31-9-10-57-27(41)15-5-3-4-6-16(15)29)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)36-14-35-19-23(30)33-13-34-24(19)36/h3-6,13-14,17,20-22,26,38-39H,7-12,29H2,1-2H3,(H,31,37)(H,32,40)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/p-4

> <INCHI_KEY>
XLURBJBQJZCJHJ-UHFFFAOYSA-J

> <FORMULA>
C28H37N8O17P3S

> <MOLECULAR_WEIGHT>
882.63

> <EXACT_MASS>
882.123218251

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
79.47751120170838

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl ({3-[(2-{[2-(2-aminobenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropyl phosphono}oxy)phosphonate

> <ALOGPS_LOGP>
0.06

> <JCHEM_LOGP>
-4.306060531620057

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.781010771300374

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8083545000117374

> <JCHEM_PKA_STRONGEST_BASIC>
4.0154273784002

> <JCHEM_POLAR_SURFACE_AREA>
400.96999999999986

> <JCHEM_REFRACTIVITY>
193.0921

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl {3-[(2-{[2-(2-aminobenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropyl phosphono}oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-NOV-21         0                                  
HETATM    1  C   UNK     0     -16.360 -15.396   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -17.130 -14.062   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.900 -12.728   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -18.464 -14.832   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -19.797 -14.062   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0     -21.131 -14.832   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0     -20.361 -16.166   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0     -21.901 -13.498   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0     -22.465 -15.602   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0     -23.798 -14.832   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0     -24.568 -16.166   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0     -23.028 -13.498   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0     -25.132 -14.062   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -26.466 -14.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -27.800 -14.062   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -29.206 -14.688   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -30.237 -13.544   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -29.467 -12.210   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -27.960 -12.530   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0     -30.093 -10.803   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0     -29.323  -9.470   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0     -30.354  -8.325   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0     -31.761  -8.952   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -31.600 -10.483   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0     -32.845 -11.388   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0     -34.252 -10.762   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0     -34.413  -9.230   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0     -33.167  -8.325   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0     -33.328  -6.794   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0     -31.768 -13.705   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -29.527 -16.195   0.000  0.00  0.00           O+0
HETATM   32  P   UNK     0     -30.991 -16.671   0.000  0.00  0.00           P+0
HETATM   33  O   UNK     0     -31.467 -15.206   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -30.515 -18.135   0.000  0.00  0.00           O-1
HETATM   35  O   UNK     0     -32.456 -17.146   0.000  0.00  0.00           O-1
HETATM   36  C   UNK     0     -15.796 -13.292   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -14.463 -14.062   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -14.463 -15.602   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0     -13.129 -13.292   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0     -11.795 -14.062   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -10.462 -13.292   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -9.128 -14.062   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -9.128 -15.602   0.000  0.00  0.00           O+0
HETATM   44  N   UNK     0      -7.794 -13.292   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0      -6.461 -14.062   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -5.127 -13.292   0.000  0.00  0.00           C+0
HETATM   47  S   UNK     0      -3.793 -14.062   0.000  0.00  0.00           S+0
HETATM   48  C   UNK     0      -2.460 -13.292   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -2.460 -11.752   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -1.126 -14.062   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       0.208 -13.292   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       1.541 -14.062   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       1.541 -15.602   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.208 -16.372   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -1.126 -15.602   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0      -2.460 -16.372   0.000  0.00  0.00           N+0
HETATM   57  O   UNK     0     -15.796 -11.752   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   36                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   31                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   15                                                       
CONECT   20   18   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   20   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   29                                                  
CONECT   29   28                                                            
CONECT   30   17                                                            
CONECT   31   16   32                                                       
CONECT   32   31   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32                                                            
CONECT   36    2   37   57                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   55                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   50   56                                                  
CONECT   56   55                                                            
CONECT   57   36                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

Synonyms

Value	Source
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(2-aminobenzoylsulfanyl)ethyl]carboximidato}ethyl)-2-hydroxy-3,3-dimethylbutanecarboximidic acid	Generator
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(2-aminobenzoylsulphanyl)ethyl]carboximidato}ethyl)-2-hydroxy-3,3-dimethylbutanecarboximidate	Generator
4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(2-aminobenzoylsulphanyl)ethyl]carboximidato}ethyl)-2-hydroxy-3,3-dimethylbutanecarboximidic acid	Generator

Molecular Formula

C₂₈H₃₇N₈O₁₇P₃S

Average Mass

882.63

Monoisotopic Mass

882.123218251

IUPAC Name

[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl ({3-[(2-{[2-(2-aminobenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropyl phosphono}oxy)phosphonate

Traditional Name

[5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methyl {3-[(2-{[2-(2-aminobenzoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropyl phosphono}oxyphosphonate

CAS Registry Number

Not Available

SMILES

CC(C)(COP([O-])(=O)OP([O-])(=O)OCC1OC(C(O)C1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)C1=CC=CC=C1N

InChI Identifier

InChI=1S/C28H41N8O17P3S/c1-28(2,22(39)25(40)32-8-7-18(37)31-9-10-57-27(41)15-5-3-4-6-16(15)29)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)36-14-35-19-23(30)33-13-34-24(19)36/h3-6,13-14,17,20-22,26,38-39H,7-12,29H2,1-2H3,(H,31,37)(H,32,40)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/p-4

InChI Key

XLURBJBQJZCJHJ-UHFFFAOYSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
N-glycosyl compound
Glycosyl compound
Beta amino acid or derivatives
Monosaccharide phosphate
Aminobenzoic acid or derivatives
Organic pyrophosphate
6-aminopurine
Imidazopyrimidine
Benzoic acid or derivatives
Thiobenzoic acid or derivatives
Purine
Aniline or substituted anilines
Benzoyl
Aminopyrimidine
Monocyclic benzene moiety
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Benzenoid
Fatty amide
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Imidazole
Heteroaromatic compound
Azole
Vinylogous amide
Tetrahydrofuran
Amino acid or derivatives
Carboxamide group
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Secondary carboxylic acid amide
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Primary amine
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Amine
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

an acyl-CoA (2-AMINOBENZOYL-COA )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.42 g/L	ALOGPS
logP	0.06	ALOGPS
logP	-4.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.81	ChemAxon
pKa (Strongest Basic)	4.02	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	400.97 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	193.09 m³·mol⁻¹	ChemAxon
Polarizability	79.48 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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	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	2	Human ; Human sputum; Human subgingival plaque; Human feces	Unknown

Exposure Sources

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

25246310

PDB ID

Not Available

ChEBI ID

Not Available

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 Anthraniloyl-CoA (MMDBc0032900)

MOL for #<Metabolite:0x00007fdb51b10d30>

3D MOL for #<Metabolite:0x00007fdb51b10d30>

3D SDF for #<Metabolite:0x00007fdb51b10d30>

3D-SDF for #<Metabolite:0x00007fdb51b10d30>

PDB for #<Metabolite:0x00007fdb51b10d30>

3D PDB for #<Metabolite:0x00007fdb51b10d30>

SMILES for #<Metabolite:0x00007fdb51b10d30>

INCHI for #<Metabolite:0x00007fdb51b10d30>

Structure for #<Metabolite:0x00007fdb51b10d30>

3D Structure for #<Metabolite:0x00007fdb51b10d30>