Np mrd loader

Showing NP-Card for 4-Coumaroyl-CoA (NP0338417)

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Record Information
Version2.0
Created at2024-09-11 15:21:31 UTC
Updated at2024-09-11 15:21:31 UTC
NP-MRD IDNP0338417
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Coumaroyl-CoA
Description4-Coumaroyl-CoA belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain. 4-Coumaroyl-CoA is a strong basic compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0338417 (4-Coumaroyl-CoA)

 
  Mrv0541 02241220552D          
 
 59 62  0  0  1  0            999 V2000
   12.2447   -8.1197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8974   -9.5092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8118   -8.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2447   -7.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6368  -10.2039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2461   -9.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8118   -7.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1171   -8.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5066   -6.8605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8118  -10.2039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1145  -10.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5947   -9.4658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1171   -6.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4224   -8.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4211  -10.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8132   -9.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4224   -7.2947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1171   -6.0789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5526  -10.7684    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.7276   -9.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5526  -10.0303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7711  -10.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5526  -11.5934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684   -9.7263    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684  -11.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684   -8.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6868   -9.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684  -13.0697    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3368  -13.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684  -13.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6868  -13.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9882  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6829  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3776  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6829  -13.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6829  -12.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0724  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3776  -11.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7671  -12.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0724  -13.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4184  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1132  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8079  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5026  -12.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8079  -13.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1974  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8921  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5434  -13.0697    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2955  -12.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0476  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7996  -12.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5517  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2955  -11.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5517  -13.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3038  -14.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0559  -13.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0559  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3038  -12.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8105  -14.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 49 53  2  0  0  0  0
 52 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 52 58  1  0  0  0  0
 56 59  1  0  0  0  0
M  END
Download

3D MOL for NP0338417 (4-Coumaroyl-CoA)

Download
3D SDF for NP0338417 (4-Coumaroyl-CoA)
 
  Mrv0541 02241220552D          
 
 59 62  0  0  1  0            999 V2000
   12.2447   -8.1197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8974   -9.5092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8118   -8.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2447   -7.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6368  -10.2039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2461   -9.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8118   -7.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1171   -8.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5066   -6.8605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8118  -10.2039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1145  -10.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5947   -9.4658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1171   -6.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4224   -8.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4211  -10.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8132   -9.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4224   -7.2947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1171   -6.0789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5526  -10.7684    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5526  -10.0303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7711  -10.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5526  -11.5934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4684  -11.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684   -8.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6868   -9.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4684  -13.0697    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3368  -13.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6868  -13.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9882  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6829  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3776  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6829  -13.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6829  -12.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0724  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3776  -11.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7671  -12.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0724  -13.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4184  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1132  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8079  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5026  -12.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8079  -13.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1974  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8921  -12.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5434  -13.0697    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2955  -12.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0476  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7996  -12.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5517  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2955  -11.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5517  -13.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3038  -14.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0559  -13.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0559  -13.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3038  -12.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8105  -14.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
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 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 51 52  1  0  0  0  0
 49 53  2  0  0  0  0
 52 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 52 58  1  0  0  0  0
 56 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338417

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C\C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/b8-5+/t19-,23-,24-,25?,29-/m1/s1

> <INCHI_KEY>
DMZOKBALNZWDKI-AZKRPDILSA-N

> <FORMULA>
C30H42N7O18P3S

> <MOLECULAR_WEIGHT>
913.677

> <EXACT_MASS>
913.151987801

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
82.98878168033923

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[3-hydroxy-3-({2-[(2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
-4.686010900155344

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.6787711132841245

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479616456321

> <JCHEM_PKA_STRONGEST_BASIC>
4.946032957739074

> <JCHEM_POLAR_SURFACE_AREA>
383.8599999999999

> <JCHEM_REFRACTIVITY>
204.6051

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coumaroyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0338417 (4-Coumaroyl-CoA)
Download
PDB for NP0338417 (4-Coumaroyl-CoA)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      22.857 -15.157   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      22.208 -17.751   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.182 -15.157   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.857 -13.617   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.722 -19.047   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      20.993 -16.859   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      20.182 -13.617   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      18.885 -15.886   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      21.479 -12.806   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      20.182 -19.047   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      22.614 -20.263   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      19.777 -17.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.885 -12.887   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.588 -15.157   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      19.453 -20.101   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.318 -17.264   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      17.588 -13.617   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      18.885 -11.347   0.000  0.00  0.00           N+0
HETATM   19  P   UNK     0      17.832 -20.101   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      16.292 -18.156   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      17.832 -18.723   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      16.373 -20.101   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      17.832 -21.641   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      13.941 -18.156   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      13.941 -21.317   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      13.941 -16.778   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.482 -18.156   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0      13.941 -24.397   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0      15.562 -24.397   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.941 -26.099   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.482 -24.397   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      16.778 -23.667   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.075 -24.397   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      19.372 -23.667   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.075 -25.613   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      18.075 -22.857   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      20.668 -24.397   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      19.372 -22.127   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0      21.965 -23.667   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0      20.668 -25.775   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      23.181 -24.397   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      24.478 -23.667   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      25.775 -24.397   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      27.072 -23.667   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0      25.775 -25.775   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      28.368 -24.397   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      29.665 -23.667   0.000  0.00  0.00           C+0
HETATM   48  S   UNK     0      30.881 -24.397   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      32.285 -23.586   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      33.689 -24.397   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      35.093 -23.586   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      36.497 -24.397   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      32.285 -21.965   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      36.497 -26.018   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      37.900 -26.828   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      39.304 -26.018   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      39.304 -24.397   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      37.900 -23.586   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      40.713 -26.831   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    9                                                  
CONECT    8    3   14                                                       
CONECT    9    4    7                                                       
CONECT   10    5   15   12                                                  
CONECT   11    5                                                            
CONECT   12    6   16   10                                                  
CONECT   13    7   17   18                                                  
CONECT   14    8   17                                                       
CONECT   15   10   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   14                                                       
CONECT   18   13                                                            
CONECT   19   15   21   22   23                                             
CONECT   20   16   24                                                       
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   20   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33   37   38                                                  
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   34   39   40                                                  
CONECT   38   34                                                            
CONECT   39   37   41                                                       
CONECT   40   37                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   46                                                       
CONECT   45   43                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   53                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   54   58                                                  
CONECT   53   49                                                            
CONECT   54   52   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57   59                                                  
CONECT   57   56   58                                                       
CONECT   58   57   52                                                       
CONECT   59   56                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

Download
3D PDB for NP0338417 (4-Coumaroyl-CoA)
Download
SMILES for NP0338417 (4-Coumaroyl-CoA)
OC(C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C\C1=CC=C(O)C=C1
Download
INCHI for NP0338417 (4-Coumaroyl-CoA)
InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/b8-5+/t19-,23-,24-,25?,29-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC30H42N7O18P3S
Average Mass913.6770 Da
Monoisotopic Mass913.15199 Da
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[3-hydroxy-3-({2-[(2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Namecoumaroyl-coa
CAS Registry NumberNot Available
SMILES
OC(C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(=O)NCCC(=O)NCCSC(=O)\C=C\C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/b8-5+/t19-,23-,24-,25?,29-/m1/s1
InChI KeyDMZOKBALNZWDKI-AZKRPDILSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acyl thioesters  
Direct Parent2-enoyl CoAs  
Alternative Parents
Substituents
  • Coenzyme a or derivatives
    • 

  • Purine ribonucleoside 3',5'-bisphosphate
    • 

  • Purine ribonucleoside bisphosphate
    • 

  • Purine ribonucleoside diphosphate
    • 

  • Ribonucleoside 3'-phosphate
    • 

  • Pentose phosphate
    • 

  • Pentose-5-phosphate
    • 

  • Cinnamic acid or derivatives
    • 

  • Coumaric acid or derivatives
    • 

  • Hydroxycinnamic acid or derivatives
    • 

  • Beta amino acid or derivatives
    • 

  • Glycosyl compound
    • 

  • N-glycosyl compound
    • 

  • 6-aminopurine
    • 

  • Monosaccharide phosphate
    • 

  • Organic pyrophosphate
    • 

  • Pentose monosaccharide
    • 

  • Imidazopyrimidine
    • 

  • Purine
    • 

  • Styrene
    • 

  • Monoalkyl phosphate
    • 

  • Aminopyrimidine
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Benzenoid
    • 

  • Alkyl phosphate
    • 

  • Monocyclic benzene moiety
    • 

  • Fatty amide
    • 

  • Monosaccharide
    • 

  • N-acyl-amine
    • 

  • N-substituted imidazole
    • 

  • Organic phosphoric acid derivative
    • 

  • Phosphoric acid ester
    • 

  • Imidolactam
    • 

  • Pyrimidine
    • 

  • Azole
    • 

  • Imidazole
    • 

  • Heteroaromatic compound
    • 

  • Tetrahydrofuran
    • 

  • Carboxamide group
    • 

  • Carbothioic s-ester
    • 

  • Thiocarboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Amino acid or derivatives
    • 

  • Secondary carboxylic acid amide
    • 

  • Organoheterocyclic compound
    • 

  • Thiocarboxylic acid or derivatives
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Sulfenyl compound
    • 

  • Carboxylic acid derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organosulfur compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Organic nitrogen compound
    • 

  • Primary amine
    • 

  • Amine
    • 

  • Carbonyl group
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
  • Paracoumaryl alcohol derivatives (C00223  )
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.16ALOGPS
logP-4.7ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)0.83ChemAxon
pKa (Strongest Basic)4.95ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area383.86 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity204.61 m³·mol⁻¹ChemAxon
Polarizability82.99 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001608  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCoumaroyl-CoA  
METLIN IDNot Available
PubChem Compound5280329  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available