NP-MRD: Showing NP-Card for herdmanine G (NP0037112)

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Record Information

Version

2.0

Created at

2021-06-20 20:06:42 UTC

Updated at

2021-06-30 00:09:08 UTC

NP-MRD ID

NP0037112

Secondary Accession Numbers

None

Natural Product Identification

Common Name

herdmanine G

Provided By

JEOL Database JEOL Logo

Description

(2R)-5-carbamimidamido-2-{[hydroxy(4-hydroxy-3-methoxyphenyl)methylidene]amino}pentanoic acid 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. herdmanine G is found in Herdmania momus. herdmanine G was first documented in 2012 (Li, J. L., et al.). Based on a literature review very few articles have been published on (2R)-5-carbamimidamido-2-{[hydroxy(4-hydroxy-3-methoxyphenyl)methylidene]amino}pentanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122063D          

 43 43  0  0  0  0            999 V2000
    0.0993    1.0630   -7.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    2.2915   -6.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    2.2739   -5.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7460    1.1693   -4.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    1.3026   -3.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197    0.1530   -2.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7681    0.3428   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2680   -1.0889   -2.5954 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   -2.3252   -1.8082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4843   -2.5843   -1.0419 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2686   -3.2615    0.3211 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0533   -2.2688    1.4669 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8841   -1.4582    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650   -1.7797    1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6753   -2.8174    2.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -0.8894    1.1983 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -3.4537   -2.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207   -3.3711   -4.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353   -4.6105   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    2.5463   -2.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792    3.6504   -3.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2491    3.5025   -4.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388    4.6019   -5.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375    0.7196   -6.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799    0.2989   -7.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    1.2426   -8.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897    0.2139   -4.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376   -1.1970   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.2333   -1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343   -3.2320   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -1.6532   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -3.8443    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -3.9745    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -2.8063    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261   -1.6105    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6439    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833   -2.8183    2.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2492   -0.9704    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -0.1250    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931   -5.2333   -2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    2.6559   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8951    4.6171   -2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594    4.2931   -6.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 20  2  0  0  0  0
 11 12  1  0  0  0  0
 20 21  1  0  0  0  0
 12 13  1  0  0  0  0
 21 22  2  0  0  0  0
 13 14  1  0  0  0  0
  5  6  1  0  0  0  0
 14 16  1  0  0  0  0
  3  4  2  0  0  0  0
 22 23  1  0  0  0  0
  6  8  1  0  0  0  0
  6  7  2  0  0  0  0
  9 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
  4  5  1  0  0  0  0
 17 19  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  2  3  0  0  0
 22  3  1  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 21 42  1  0  0  0  0
  4 27  1  0  0  0  0
 20 41  1  0  0  0  0
  8 28  1  0  0  0  0
  9 29  1  1  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 23 43  1  0  0  0  0
 19 40  1  0  0  0  0
 15 37  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
    0.0993    1.0630   -7.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    2.2915   -6.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    2.2739   -5.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7460    1.1693   -4.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    1.3026   -3.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197    0.1530   -2.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7681    0.3428   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2680   -1.0889   -2.5954 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   -2.3252   -1.8082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4843   -2.5843   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -3.2615    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -2.2688    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841   -1.4582    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650   -1.7797    1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6753   -2.8174    2.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -0.8894    1.1983 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -3.4537   -2.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207   -3.3711   -4.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353   -4.6105   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    2.5463   -2.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792    3.6504   -3.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2491    3.5025   -4.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388    4.6019   -5.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375    0.7196   -6.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799    0.2989   -7.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    1.2426   -8.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897    0.2139   -4.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376   -1.1970   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.2333   -1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343   -3.2320   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -1.6532   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -3.8443    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -3.9745    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -2.8063    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261   -1.6105    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6439    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833   -2.8183    2.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2492   -0.9704    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -0.1250    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931   -5.2333   -2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    2.6559   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8951    4.6171   -2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594    4.2931   -6.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 20  2  0
 11 12  1  0
 20 21  1  0
 12 13  1  0
 21 22  2  0
 13 14  1  0
  5  6  1  0
 14 16  1  0
  3  4  2  0
 22 23  1  0
  6  8  1  0
  6  7  2  0
  9 17  1  0
  8  9  1  0
 17 18  2  0
  4  5  1  0
 17 19  1  0
  9 10  1  0
 14 15  2  3
 22  3  1  0
  3  2  1  0
 10 11  1  0
  2  1  1  0
 21 42  1  0
  4 27  1  0
 20 41  1  0
  8 28  1  0
  9 29  1  1
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 16 38  1  0
 16 39  1  0
 23 43  1  0
 19 40  1  0
 15 37  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306202122063D          

 43 43  0  0  0  0            999 V2000
    0.0993    1.0630   -7.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    2.2915   -6.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    2.2739   -5.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7460    1.1693   -4.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    1.3026   -3.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197    0.1530   -2.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7681    0.3428   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2680   -1.0889   -2.5954 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   -2.3252   -1.8082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4843   -2.5843   -1.0419 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2686   -3.2615    0.3211 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0533   -2.2688    1.4669 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8841   -1.4582    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650   -1.7797    1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6753   -2.8174    2.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -0.8894    1.1983 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -3.4537   -2.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207   -3.3711   -4.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353   -4.6105   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    2.5463   -2.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792    3.6504   -3.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2491    3.5025   -4.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388    4.6019   -5.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375    0.7196   -6.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799    0.2989   -7.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    1.2426   -8.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897    0.2139   -4.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376   -1.1970   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.2333   -1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343   -3.2320   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -1.6532   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -3.8443    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -3.9745    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -2.8063    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261   -1.6105    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6439    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833   -2.8183    2.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2492   -0.9704    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -0.1250    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931   -5.2333   -2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    2.6559   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8951    4.6171   -2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594    4.2931   -6.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 20  2  0  0  0  0
 11 12  1  0  0  0  0
 20 21  1  0  0  0  0
 12 13  1  0  0  0  0
 21 22  2  0  0  0  0
 13 14  1  0  0  0  0
  5  6  1  0  0  0  0
 14 16  1  0  0  0  0
  3  4  2  0  0  0  0
 22 23  1  0  0  0  0
  6  8  1  0  0  0  0
  6  7  2  0  0  0  0
  9 17  1  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
  4  5  1  0  0  0  0
 17 19  1  0  0  0  0
  9 10  1  0  0  0  0
 14 15  2  3  0  0  0
 22  3  1  0  0  0  0
  3  2  1  0  0  0  0
 10 11  1  0  0  0  0
  2  1  1  0  0  0  0
 21 42  1  0  0  0  0
  4 27  1  0  0  0  0
 20 41  1  0  0  0  0
  8 28  1  0  0  0  0
  9 29  1  1  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 23 43  1  0  0  0  0
 19 40  1  0  0  0  0
 15 37  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037112

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(N([H])C(=O)C1=C([H])C([H])=C(O[H])C(OC([H])([H])[H])=C1[H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=N[H])N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N4O5/c1-23-11-7-8(4-5-10(11)19)12(20)18-9(13(21)22)3-2-6-17-14(15)16/h4-5,7,9,19H,2-3,6H2,1H3,(H,18,20)(H,21,22)(H4,15,16,17)/t9-/m1/s1

> <INCHI_KEY>
VOLJDEQEIPNPNA-SECBINFHSA-N

> <FORMULA>
C14H20N4O5

> <MOLECULAR_WEIGHT>
324.337

> <EXACT_MASS>
324.14336976

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.692971452247

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-5-carbamimidamido-2-[(4-hydroxy-3-methoxyphenyl)formamido]pentanoic acid

> <ALOGPS_LOGP>
-0.12

> <JCHEM_LOGP>
-1.9229521710557387

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.94494259788698

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0259870164899088

> <JCHEM_PKA_STRONGEST_BASIC>
12.077533232624127

> <JCHEM_POLAR_SURFACE_AREA>
157.76

> <JCHEM_REFRACTIVITY>
92.4815

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-5-carbamimidamido-2-[(4-hydroxy-3-methoxyphenyl)formamido]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
    0.0993    1.0630   -7.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    2.2915   -6.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    2.2739   -5.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7460    1.1693   -4.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    1.3026   -3.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197    0.1530   -2.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7681    0.3428   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2680   -1.0889   -2.5954 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   -2.3252   -1.8082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4843   -2.5843   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -3.2615    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -2.2688    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841   -1.4582    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650   -1.7797    1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6753   -2.8174    2.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -0.8894    1.1983 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -3.4537   -2.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207   -3.3711   -4.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353   -4.6105   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    2.5463   -2.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792    3.6504   -3.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2491    3.5025   -4.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388    4.6019   -5.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375    0.7196   -6.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799    0.2989   -7.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    1.2426   -8.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897    0.2139   -4.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376   -1.1970   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.2333   -1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343   -3.2320   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -1.6532   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -3.8443    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -3.9745    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -2.8063    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261   -1.6105    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6439    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833   -2.8183    2.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2492   -0.9704    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -0.1250    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931   -5.2333   -2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    2.6559   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8951    4.6171   -2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594    4.2931   -6.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 20  2  0
 11 12  1  0
 20 21  1  0
 12 13  1  0
 21 22  2  0
 13 14  1  0
  5  6  1  0
 14 16  1  0
  3  4  2  0
 22 23  1  0
  6  8  1  0
  6  7  2  0
  9 17  1  0
  8  9  1  0
 17 18  2  0
  4  5  1  0
 17 19  1  0
  9 10  1  0
 14 15  2  3
 22  3  1  0
  3  2  1  0
 10 11  1  0
  2  1  1  0
 21 42  1  0
  4 27  1  0
 20 41  1  0
  8 28  1  0
  9 29  1  1
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 16 38  1  0
 16 39  1  0
 23 43  1  0
 19 40  1  0
 15 37  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.099   1.063  -7.126  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.526   2.292  -6.546  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.828   2.274  -5.209  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.746   1.169  -4.360  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.094   1.303  -3.005  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.020   0.153  -2.062  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.768   0.343  -0.877  0.00  0.00           O+0
HETATM    8  N   UNK     0       1.268  -1.089  -2.595  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.178  -2.325  -1.808  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.484  -2.584  -1.042  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.269  -3.261   0.321  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.053  -2.269   1.467  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.884  -1.458   1.244  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.365  -1.780   1.630  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.675  -2.817   2.317  0.00  0.00           N+0
HETATM   16  N   UNK     0      -1.269  -0.889   1.198  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.909  -3.454  -2.805  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.021  -3.371  -4.022  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.535  -4.611  -2.229  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.496   2.546  -2.498  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.579   3.650  -3.343  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.249   3.502  -4.684  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.339   4.602  -5.494  0.00  0.00           O+0
HETATM   24  H   UNK     0      -0.838   0.720  -6.675  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.880   0.299  -7.049  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.089   1.243  -8.188  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.390   0.214  -4.727  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.538  -1.197  -3.567  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.301  -2.233  -1.162  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.134  -3.232  -1.645  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.046  -1.653  -0.894  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.167  -3.844   0.558  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.438  -3.974   0.272  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.985  -2.806   2.420  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.926  -1.611   1.547  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.004  -0.644   0.642  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.683  -2.818   2.470  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.249  -0.970   1.414  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.975  -0.125   0.602  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.393  -5.233  -2.972  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.750   2.656  -1.445  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.895   4.617  -2.962  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.059   4.293  -6.378  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    4   22    2                                                  
CONECT    4    3    5   27                                                  
CONECT    5   20    6    4                                                  
CONECT    6    5    8    7                                                  
CONECT    7    6                                                            
CONECT    8    6    9   28                                                  
CONECT    9   17    8   10   29                                             
CONECT   10    9   11   30   31                                             
CONECT   11   12   10   32   33                                             
CONECT   12   11   13   34   35                                             
CONECT   13   12   14   36                                                  
CONECT   14   13   16   15                                                  
CONECT   15   14   37                                                       
CONECT   16   14   38   39                                                  
CONECT   17    9   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   40                                                       
CONECT   20    5   21   41                                                  
CONECT   21   20   22   42                                                  
CONECT   22   21   23    3                                                  
CONECT   23   22   43                                                       
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   16                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   23                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   86    0
END

RDKit          3D

43 43  0  0  0  0  0  0  0  0999 V2000
    0.0993    1.0630   -7.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    2.2915   -6.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8282    2.2739   -5.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7460    1.1693   -4.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0942    1.3026   -3.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0197    0.1530   -2.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7681    0.3428   -0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2680   -1.0889   -2.5954 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   -2.3252   -1.8082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4843   -2.5843   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -3.2615    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -2.2688    1.4669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841   -1.4582    1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3650   -1.7797    1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6753   -2.8174    2.3166 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -0.8894    1.1983 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -3.4537   -2.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207   -3.3711   -4.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353   -4.6105   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    2.5463   -2.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792    3.6504   -3.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2491    3.5025   -4.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3388    4.6019   -5.4938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375    0.7196   -6.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799    0.2989   -7.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    1.2426   -8.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3897    0.2139   -4.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5376   -1.1970   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014   -2.2333   -1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343   -3.2320   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -1.6532   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -3.8443    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -3.9745    0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9850   -2.8063    2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261   -1.6105    1.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040   -0.6439    0.6423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833   -2.8183    2.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2492   -0.9704    1.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -0.1250    0.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931   -5.2333   -2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    2.6559   -1.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8951    4.6171   -2.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594    4.2931   -6.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 20  2  0
 11 12  1  0
 20 21  1  0
 12 13  1  0
 21 22  2  0
 13 14  1  0
  5  6  1  0
 14 16  1  0
  3  4  2  0
 22 23  1  0
  6  8  1  0
  6  7  2  0
  9 17  1  0
  8  9  1  0
 17 18  2  0
  4  5  1  0
 17 19  1  0
  9 10  1  0
 14 15  2  3
 22  3  1  0
  3  2  1  0
 10 11  1  0
  2  1  1  0
 21 42  1  0
  4 27  1  0
 20 41  1  0
  8 28  1  0
  9 29  1  1
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 16 38  1  0
 16 39  1  0
 23 43  1  0
 19 40  1  0
 15 37  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2R)-5-Carbamimidamido-2-{[hydroxy(4-hydroxy-3-methoxyphenyl)methylidene]amino}pentanoate	Generator

Chemical Formula

C₁₄H₂₀N₄O₅

Average Mass

324.3370 Da

Monoisotopic Mass

324.14337 Da

IUPAC Name

(2R)-5-carbamimidamido-2-[(4-hydroxy-3-methoxyphenyl)formamido]pentanoic acid

Traditional Name

(2R)-5-carbamimidamido-2-[(4-hydroxy-3-methoxyphenyl)formamido]pentanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@]([H])(N([H])C(=O)C1=C([H])C([H])=C(O[H])C(OC([H])([H])[H])=C1[H])C([H])([H])C([H])([H])C([H])([H])N([H])C(=N[H])N([H])[H]

InChI Identifier

InChI=1S/C14H20N4O5/c1-23-11-7-8(4-5-10(11)19)12(20)18-9(13(21)22)3-2-6-17-14(15)16/h4-5,7,9,19H,2-3,6H2,1H3,(H,18,20)(H,21,22)(H4,15,16,17)/t9-/m1/s1

InChI Key

VOLJDEQEIPNPNA-SECBINFHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Herdmania momus	JEOL database	Li, J. L., et al, J. Nat. Prod. 75, 2082 (2012)

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
Alpha-amino acid or derivatives
Methoxyphenol
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Organic 1,3-dipolar compound
Carboxylic acid derivative
Carboxylic acid
Ether
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	-0.12	ALOGPS
logP	-1.9	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	12.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	157.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	92.48 m³·mol⁻¹	ChemAxon
Polarizability	32.69 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

29215371

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71546777

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li, J. L., et al. (2012). Li, J. L., et al, J. Nat. Prod. 75, 2082 (2012). J. Nat. Prod..

Showing NP-Card for herdmanine G (NP0037112)

MOL for NP0037112 (herdmanine G)

3D MOL for NP0037112 (herdmanine G)

3D SDF for NP0037112 (herdmanine G)

3D-SDF for NP0037112 (herdmanine G)

PDB for NP0037112 (herdmanine G)

3D PDB for NP0037112 (herdmanine G)

SMILES for NP0037112 (herdmanine G)

INCHI for NP0037112 (herdmanine G)

Structure for NP0037112 (herdmanine G)

3D Structure for NP0037112 (herdmanine G)