Showing NP-Card for pimeloyl-CoA (NP0338681)

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Record Information
Version2.0
Created at2024-09-11 16:57:22 UTC
Updated at2024-09-11 16:57:23 UTC
NP-MRD IDNP0338681
Secondary Accession NumbersNone
Natural Product Identification
Common Namepimeloyl-CoA
DescriptionPimeloyl-CoA belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain. Thus, pimeloyl-CoA is considered to be a fatty ester lipid molecule. pimeloyl-CoA was first documented in 1992 (PMID: 1445232). Pimeloyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 11320134) (PMID: 11322938) (PMID: 11904168) (PMID: 18396082) (PMID: 8125118).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0338681 (pimeloyl-CoA)

  Mrv1652309131705052D          

 58 60  0  0  1  0            999 V2000
   29.1346   -1.7775    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.4660   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8816   -2.5627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.7997   -1.7807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.0566   -2.5647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.3680   -3.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3985   -5.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1423   -6.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6850   -6.2488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9697   -5.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2562   -6.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7094   -4.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9677   -5.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7074   -3.7738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2786   -3.7772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9920   -3.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4191   -2.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2894   -1.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7036   -2.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1144   -1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9901   -2.5379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.2746   -2.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1325   -2.1203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7825   -2.1163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4325   -2.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9555   -1.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9594   -2.9432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6055   -1.2892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6094   -2.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9575   -2.1183    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.6075   -2.1143    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.0145   -1.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5732   -3.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7501   -4.0603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4001   -4.0564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5751   -4.0583    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.5771   -4.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9186   -1.5207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5331   -2.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2524   -0.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2465   -1.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5351   -2.8962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0731   -0.8504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9620   -2.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2505   -3.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9640   -2.8927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6754   -1.6535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8558   -5.8311    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.2848   -5.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9993   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7137   -5.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4282   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1427   -5.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5703   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5703   -7.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8572   -7.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8572   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5716   -5.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 54  1  0  0  0  0
 54 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 57  1  0  0  0  0
 54 55  2  0  0  0  0
 57 56  2  0  0  0  0
 57 58  1  0  0  0  0
M  END
Download

3D MOL for NP0338681 (pimeloyl-CoA)

Download
3D SDF for NP0338681 (pimeloyl-CoA)
  Mrv1652309131705052D          

 58 60  0  0  1  0            999 V2000
   29.1346   -1.7775    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.4660   -1.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8816   -2.5627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.7997   -1.7807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   28.0566   -2.5647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.3680   -3.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3985   -5.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1423   -6.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6850   -6.2488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9697   -5.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2562   -6.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7094   -4.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9677   -5.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7074   -3.7738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2786   -3.7772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9920   -3.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4191   -2.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2894   -1.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7036   -2.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1144   -1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9901   -2.5379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.2746   -2.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1325   -2.1203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7825   -2.1163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4325   -2.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9555   -1.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9594   -2.9432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6055   -1.2892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6094   -2.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9575   -2.1183    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.6075   -2.1143    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.0145   -1.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5732   -3.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7501   -4.0603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4001   -4.0564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5751   -4.0583    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   27.5771   -4.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9186   -1.5207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5331   -2.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2524   -0.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2465   -1.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5351   -2.8962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0731   -0.8504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9620   -2.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2505   -3.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9640   -2.8927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6754   -1.6535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8558   -5.8311    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.2848   -5.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9993   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7137   -5.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4282   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1427   -5.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5703   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5703   -7.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8572   -7.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8572   -6.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5716   -5.8311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
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 31 28  2  0  0  0  0
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 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 54  1  0  0  0  0
 54 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 57  1  0  0  0  0
 54 55  2  0  0  0  0
 57 56  2  0  0  0  0
 57 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338681

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(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@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H46N7O19P3S/c1-28(2,23(41)26(42)31-9-8-17(36)30-10-11-58-19(39)7-5-3-4-6-18(37)38)13-51-57(48,49)54-56(46,47)50-12-16-22(53-55(43,44)45)21(40)27(52-16)35-15-34-20-24(29)32-14-33-25(20)35/h14-16,21-23,27,40-41H,3-13H2,1-2H3,(H,30,36)(H,31,42)(H,37,38)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/t16-,21-,22-,23+,27-/m1/s1

> <INCHI_KEY>
LYCRXMTYUZDUGA-UYRKPTJQSA-N

> <FORMULA>
C28H46N7O19P3S

> <MOLECULAR_WEIGHT>
909.687

> <EXACT_MASS>
909.178202551

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
84.0483779968182

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-7-oxoheptanoic acid

> <ALOGPS_LOGP>
-0.17

> <JCHEM_LOGP>
-4.723177583640181

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8983140778838035

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8208143790047551

> <JCHEM_PKA_STRONGEST_BASIC>
3.844532486666487

> <JCHEM_POLAR_SURFACE_AREA>
400.9299999999999

> <JCHEM_REFRACTIVITY>
196.90430000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pimeloyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0338681 (pimeloyl-CoA)
Download
PDB for NP0338681 (pimeloyl-CoA)
HEADER    PROTEIN                                 13-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-17         0                                  
HETATM    1  C   UNK     0      54.385  -3.318   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      53.137  -2.416   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      53.912  -4.784   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      51.893  -3.324   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      52.372  -4.787   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      54.820  -6.027   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      41.811 -10.891   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      43.199 -11.658   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      40.479 -11.664   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      39.143 -10.898   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      37.812 -11.671   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      40.524  -8.584   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.140  -9.358   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      40.520  -7.044   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      37.853  -7.051   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      39.185  -6.277   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      41.849  -4.731   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.740  -2.633   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      40.513  -3.964   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      41.280  -2.629   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      39.182  -4.737   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      37.846  -3.971   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      43.181  -3.958   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      46.261  -3.950   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      49.341  -3.943   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      44.717  -2.414   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      44.724  -5.494   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      47.797  -2.407   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      47.804  -5.487   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      44.721  -3.954   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      47.801  -3.947   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      50.427  -2.852   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      51.470  -6.035   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      49.934  -7.579   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      53.014  -7.572   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      51.474  -7.575   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      51.477  -9.115   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      55.848  -2.839   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      56.995  -3.866   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      56.471  -1.430   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      58.327  -3.093   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      56.999  -5.406   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      58.003  -1.587   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      59.662  -3.860   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      58.334  -6.173   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      59.666  -5.400   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      60.994  -3.087   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      44.531 -10.885   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      47.198 -10.885   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      48.532 -11.655   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      49.866 -10.885   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      51.199 -11.655   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      52.533 -10.885   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      45.865 -11.655   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      45.865 -13.195   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      53.867 -13.195   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      53.867 -11.655   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      55.200 -10.885   0.000  0.00  0.00           O+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   54                                                       
CONECT   49   54   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   57                                                       
CONECT   54   48   49   55                                                  
CONECT   55   54                                                            
CONECT   56   57                                                            
CONECT   57   53   56   58                                                  
CONECT   58   57                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

Download
3D PDB for NP0338681 (pimeloyl-CoA)
Download
SMILES for NP0338681 (pimeloyl-CoA)
CC(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@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC(O)=O
Download
INCHI for NP0338681 (pimeloyl-CoA)
InChI=1S/C28H46N7O19P3S/c1-28(2,23(41)26(42)31-9-8-17(36)30-10-11-58-19(39)7-5-3-4-6-18(37)38)13-51-57(48,49)54-56(46,47)50-12-16-22(53-55(43,44)45)21(40)27(52-16)35-15-34-20-24(29)32-14-33-25(20)35/h14-16,21-23,27,40-41H,3-13H2,1-2H3,(H,30,36)(H,31,42)(H,37,38)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/t16-,21-,22-,23+,27-/m1/s1
Download
View in JSmol
Synonyms
ValueSource
6-Carboxyhexanoyl-CoAChEBI
coenzyme A, S-(Hydrogen heptanedioate)ChEBI
Pimeloyl-coenzyme AChEBI
Pimelyl-CoAChEBI
coenzyme A, S-(Hydrogen heptanedioic acid)Generator
Chemical FormulaC28H46N7O19P3S
Average Mass909.6870 Da
Monoisotopic Mass909.17820 Da
IUPAC Name7-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-7-oxoheptanoic acid
Traditional Namepimeloyl-coa
CAS Registry NumberNot Available
SMILES
CC(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@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCC(O)=O
InChI Identifier
InChI=1S/C28H46N7O19P3S/c1-28(2,23(41)26(42)31-9-8-17(36)30-10-11-58-19(39)7-5-3-4-6-18(37)38)13-51-57(48,49)54-56(46,47)50-12-16-22(53-55(43,44)45)21(40)27(52-16)35-15-34-20-24(29)32-14-33-25(20)35/h14-16,21-23,27,40-41H,3-13H2,1-2H3,(H,30,36)(H,31,42)(H,37,38)(H,46,47)(H,48,49)(H2,29,32,33)(H2,43,44,45)/t16-,21-,22-,23+,27-/m1/s1
InChI KeyLYCRXMTYUZDUGA-UYRKPTJQSA-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 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acyl thioesters  
Direct Parent2,3,4-saturated fatty acyl 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
    • 

  • Beta amino acid or derivatives
    • 

  • Glycosyl compound
    • 

  • N-glycosyl compound
    • 

  • 6-aminopurine
    • 

  • Monosaccharide phosphate
    • 

  • Organic pyrophosphate
    • 

  • Pentose monosaccharide
    • 

  • Purine
    • 

  • Imidazopyrimidine
    • 

  • Medium-chain fatty acid
    • 

  • Monoalkyl phosphate
    • 

  • Aminopyrimidine
    • 

  • Hydroxy fatty acid
    • 

  • Alkyl phosphate
    • 

  • Fatty acid
    • 

  • Monosaccharide
    • 

  • Imidolactam
    • 

  • N-acyl-amine
    • 

  • N-substituted imidazole
    • 

  • Organic phosphoric acid derivative
    • 

  • Pyrimidine
    • 

  • Fatty amide
    • 

  • Phosphoric acid ester
    • 

  • Tetrahydrofuran
    • 

  • Imidazole
    • 

  • Heteroaromatic compound
    • 

  • Azole
    • 

  • Secondary carboxylic acid amide
    • 

  • Thiocarboxylic acid ester
    • 

  • Carbothioic s-ester
    • 

  • Secondary alcohol
    • 

  • Amino acid
    • 

  • Carboxamide group
    • 

  • Amino acid or derivatives
    • 

  • Sulfenyl compound
    • 

  • Organoheterocyclic compound
    • 

  • Thiocarboxylic acid or derivatives
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxygen compound
    • 

  • Primary amine
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organosulfur compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP-0.17ALOGPS
logP-4.7ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)3.84ChemAxon
Physiological Charge-5ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area400.93 ŲChemAxon
Rotatable Bond Count26ChemAxon
Refractivity196.9 m³·mol⁻¹ChemAxon
Polarizability84.05 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB031120  
KNApSAcK IDC00019680  
Chemspider IDNot Available
KEGG Compound IDC01063  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3082140  
PDB IDNot Available
ChEBI ID15504  
Good Scents IDNot Available
References
General References
  1. Sullivan JT, Brown SD, Yocum RR, Ronson CW: The bio operon on the acquired symbiosis island of Mesorhizobium sp. strain R7A includes a novel gene involved in pimeloyl-CoA synthesis. Microbiology (Reading). 2001 May;147(Pt 5):1315-1322. doi:  10.1099/00221287-147-5-1315. [PubMed:11320134  ] 
  2. Schneider G, Lindqvist Y: Structural enzymology of biotin biosynthesis. FEBS Lett. 2001 Apr 20;495(1-2):7-11. doi: 10.1016/s0014-5793(01)02325-0. [PubMed:11322938  ] 
  3. Tomczyk NH, Nettleship JE, Baxter RL, Crichton HJ, Webster SP, Campopiano DJ: Purification and characterisation of the BIOH protein from the biotin biosynthetic pathway. FEBS Lett. 2002 Feb 27;513(2-3):299-304. doi: 10.1016/s0014-5793(02)02342-6. [PubMed:11904168  ] 
  4. Ploux O, Soularue P, Marquet A, Gloeckler R, Lemoine Y: Investigation of the first step of biotin biosynthesis in Bacillus sphaericus. Purification and characterization of the pimeloyl-CoA synthase, and uptake of pimelate. Biochem J. 1992 Nov 1;287 ( Pt 3)(Pt 3):685-90. doi: 10.1042/bj2870685. [PubMed:1445232  ] 
  5. Bernstein JR, Bulter T, Liao JC: Transfer of the high-GC cyclohexane carboxylate degradation pathway from Rhodopseudomonas palustris to Escherichia coli for production of biotin. Metab Eng. 2008 May-Jul;10(3-4):131-40. doi: 10.1016/j.ymben.2008.02.001. Epub  2008 Feb 13. [PubMed:18396082  ] 
  6. Ifuku O, Miyaoka H, Koga N, Kishimoto J, Haze S, Wachi Y, Kajiwara M: Origin of carbon atoms of biotin. 13C-NMR studies on biotin biosynthesis in Escherichia coli. Eur J Biochem. 1994 Mar 1;220(2):585-91. doi: 10.1111/j.1432-1033.1994.tb18659.x. [PubMed:8125118  ]