NP-MRD: Showing NP-Card for (2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid (NP0242230)

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Record Information

Version

2.0

Created at

2022-09-07 02:29:45 UTC

Updated at

2022-09-07 02:29:45 UTC

NP-MRD ID

NP0242230

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid

Description

Herdmanine A belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine. (2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid is found in Herdmania momus. Based on a literature review very few articles have been published on Herdmanine A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072204292D          

 32 34  0  0  1  0            999 V2000
    5.3203    1.2504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    1.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7492    1.2504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    2.4879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7492    2.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7492    3.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4637    4.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782    3.7254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1782    2.9004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    2.9004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    1.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    0.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926   -0.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782   -1.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4637   -0.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782   -2.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8456   -2.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5907   -3.3191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7657   -3.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2136   -3.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4066   -3.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1517   -2.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7037   -2.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5107   -2.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782    0.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    4.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    4.9629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    3.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 22 27  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 12 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    9.3244   -1.7812   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1028   -1.9748    0.7627 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8554   -1.9130    1.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5838   -2.1845    2.4890 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8264   -1.6000    0.1884 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8746   -0.3758   -0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7545   -0.1481   -1.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3702   -0.1569   -1.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7858    0.7707   -0.0602 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3195    0.4377    0.0173 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3890    1.4151   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7683    2.5661   -0.7190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503    1.1703   -0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420    2.1785   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2986    1.9463   -0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8275    0.7253   -0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1732    0.4354   -0.1516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8457   -0.0530   -1.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225   -0.2338   -2.3232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2788   -0.3685   -1.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0539   -0.8563   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3131   -1.0096   -1.7972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3736   -0.6373   -0.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4109   -0.5951    0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2041   -0.1592    1.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9385    0.2375    2.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8915    0.2071    1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1148   -0.2333   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9203   -0.2672    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5585   -0.0575    0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072    0.7422    1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985    0.3455    2.2331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484    1.0830    1.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2515   -2.6964    3.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6871   -1.8639    2.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0469   -2.2669    0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2448    0.4760    0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8040   -0.5501   -1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.8300   -2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8478   -0.9064   -2.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0975   -1.2076   -0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -0.1064   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8277    1.8121   -0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0648   -0.4947    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5583    3.1729   -0.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9912    2.7563   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7146   -1.0816   -3.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1395   -1.3612   -2.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3784   -0.9203    0.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0209   -0.1251    2.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7461    0.5907    3.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017    0.5137    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2555   -1.2606    0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1037   -0.9009    0.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1626    0.4612    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 16 29  1  0
 29 30  2  0
  9 31  1  0
 31 33  1  0
 31 32  2  0
 30 13  1  0
 28 20  1  0
 28 23  1  0
  4 34  1  0
  4 35  1  0
  2  1  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  6
 10 44  1  0
 14 45  1  0
 15 46  1  0
 21 47  1  0
 22 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 29 53  1  0
 30 54  1  0
 33 55  1  0
M  END


  Mrv1652309072204292D          

 32 34  0  0  1  0            999 V2000
    5.3203    1.2504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    1.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7492    1.2504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347    2.4879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7492    2.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7492    3.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4637    4.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782    3.7254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1782    2.9004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    2.9004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    1.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    0.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926   -0.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782   -1.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4637   -0.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782   -2.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8456   -2.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5907   -3.3191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7657   -3.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2136   -3.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4066   -3.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1517   -2.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7037   -2.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5107   -2.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782    0.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1782    1.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    4.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8926    4.9629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6071    3.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 19 27  1  0  0  0  0
 22 27  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 12 29  1  0  0  0  0
  8 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0242230

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=N)NCCC[C@@H](NC(=O)C1=CC=C(OC(=O)C2=CNC3=CC=CC=C23)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H23N5O5/c23-22(24)25-11-3-6-18(20(29)30)27-19(28)13-7-9-14(10-8-13)32-21(31)16-12-26-17-5-2-1-4-15(16)17/h1-2,4-5,7-10,12,18,26H,3,6,11H2,(H,27,28)(H,29,30)(H4,23,24,25)/t18-/m1/s1

> <INCHI_KEY>
WFXCKNBSVBTDLA-GOSISDBHSA-N

> <FORMULA>
C22H23N5O5

> <MOLECULAR_WEIGHT>
437.456

> <EXACT_MASS>
437.169918861

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.345084277079536

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-5-carbamimidamido-2-{[4-(1H-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid

> <JCHEM_LOGP>
0.29929302779044625

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.758607125432263

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0475172516393862

> <JCHEM_PKA_STRONGEST_BASIC>
12.360217192146216

> <JCHEM_POLAR_SURFACE_AREA>
170.39

> <JCHEM_REFRACTIVITY>
126.9268

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-5-carbamimidamido-2-{[4-(1H-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  N   UNK     0       9.931   2.334   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      11.265   3.104   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      12.599   2.334   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      11.265   4.644   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      12.599   5.414   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.599   6.954   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.932   7.724   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.266   6.954   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      15.266   5.414   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      16.600   4.644   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      17.933   5.414   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.600   3.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.933   2.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.933   0.794   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.600   0.024   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      16.600  -1.516   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.266  -2.286   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.932  -1.516   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      15.266  -3.826   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.512  -4.731   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      16.036  -6.196   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      14.496  -6.196   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.465  -7.340   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.959  -7.020   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.483  -5.555   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.514  -4.411   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.020  -4.731   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.266   0.794   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.266   2.334   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.600   7.724   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.600   9.264   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      17.933   6.954   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   29                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   19   22                                                  
CONECT   28   15   29                                                       
CONECT   29   28   12                                                       
CONECT   30    8   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₃N₅O₅

Average Mass

437.4560 Da

Monoisotopic Mass

437.16992 Da

IUPAC Name

(2R)-5-carbamimidamido-2-{[4-(1H-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid

Traditional Name

(2R)-5-carbamimidamido-2-{[4-(1H-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid

CAS Registry Number

Not Available

SMILES

NC(=N)NCCC[C@@H](NC(=O)C1=CC=C(OC(=O)C2=CNC3=CC=CC=C23)C=C1)C(O)=O

InChI Identifier

InChI=1S/C22H23N5O5/c23-22(24)25-11-3-6-18(20(29)30)27-19(28)13-7-9-14(10-8-13)32-21(31)16-12-26-17-5-2-1-4-15(16)17/h1-2,4-5,7-10,12,18,26H,3,6,11H2,(H,27,28)(H,29,30)(H4,23,24,25)/t18-/m1/s1

InChI Key

WFXCKNBSVBTDLA-GOSISDBHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Herdmania momus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents

Substituents

Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Indolecarboxylic acid derivative
Alpha-amino acid or derivatives
Phenol ester
Indole
Indole or derivatives
Phenoxy compound
Benzoyl
Pyrrole-3-carboxylic acid or derivatives
Dicarboxylic acid or derivatives
Substituted pyrrole
Heteroaromatic compound
Vinylogous amide
Pyrrole
Carboxamide group
Carboxylic acid ester
Guanidine
Secondary carboxylic acid amide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Carboxylic acid
Carboxylic acid derivative
Carboximidamide
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

guanidines (CHEBI:69266 )
indoles (CHEBI:69266 )
D-arginine derivative (CHEBI:69266 )
N-acyl-D-amino acid (CHEBI:69266 )
heteroarenecarboxylate ester (CHEBI:69266 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.3	ChemAxon
pKa (Strongest Acidic)	3.05	ChemAxon
pKa (Strongest Basic)	12.36	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	170.39 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	126.93 m³·mol⁻¹	ChemAxon
Polarizability	44.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27025582

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53493851

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid (NP0242230)

MOL for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

3D MOL for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

3D SDF for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

3D-SDF for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

PDB for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

3D PDB for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

SMILES for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

INCHI for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

Structure for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)

3D Structure for NP0242230 ((2r)-5-carbamimidamido-2-{[4-(1h-indole-3-carbonyloxy)phenyl]formamido}pentanoic acid)