NP-MRD: Showing NP-Card for Vertilecanin B (NP0025492)

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Record Information

Version

2.0

Created at

2021-06-19 17:36:17 UTC

Updated at

2021-06-29 23:50:29 UTC

NP-MRD ID

NP0025492

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Vertilecanin B

Provided By

JEOL Database JEOL Logo

Description

Vertilecanin B is found in Verticillium lecanii and Veticillium lecanii. Vertilecanin B was first documented in 2001 (Soman, A. G., et al.). Based on a literature review very few articles have been published on 2-({5-[(R)-hydroxy(phenyl)methyl]pyridin-2-yl}formamido)acetic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119363D          

 35 36  0  0  0  0            999 V2000
   -7.3546    3.7098   -0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4495    2.8935   -0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6985    1.5674   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9947    3.3007   -0.3294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9608    2.4176   -0.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614    1.1848   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.6227    0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3919    0.5713   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030   -0.6829   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -1.2117   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468   -0.4810   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496   -1.0000   -2.3823 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5129   -2.3358   -1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -0.1352   -2.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689    0.0740   -0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9833    0.8651   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    1.4528   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.2494   -2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.4588   -3.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.7706   -2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    1.3189   -1.7175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9170    1.0612   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    4.2739   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    3.4001    0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2838    2.7844   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6057   -1.2387    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907   -2.1975   -0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -1.0648   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4784   -2.4541   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3803    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    1.0232    0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5693    2.0693   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715    1.7074   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.3110   -4.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    1.3927   -2.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
 21  8  2  0  0  0  0
 14 15  2  0  0  0  0
  8  9  1  0  0  0  0
 15 16  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 16 17  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  0  0  0  0
  8  6  1  0  0  0  0
 18 19  2  0  0  0  0
  6  7  2  0  0  0  0
 12 11  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
 11 20  2  0  0  0  0
  4  2  1  0  0  0  0
 19 14  1  0  0  0  0
  2  3  1  0  0  0  0
 20 21  1  0  0  0  0
  2  1  2  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 18 33  1  0  0  0  0
 19 34  1  0  0  0  0
 15 30  1  0  0  0  0
 12 28  1  6  0  0  0
 20 35  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 13 29  1  0  0  0  0
  5 25  1  0  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  3 22  1  0  0  0  0
M  END

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
   -7.3546    3.7098   -0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4495    2.8935   -0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6985    1.5674   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9947    3.3007   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608    2.4176   -0.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614    1.1848   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.6227    0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3919    0.5713   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030   -0.6829   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -1.2117   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468   -0.4810   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496   -1.0000   -2.3823 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5129   -2.3358   -1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -0.1352   -2.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689    0.0740   -0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9833    0.8651   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    1.4528   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.2494   -2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.4588   -3.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.7706   -2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    1.3189   -1.7175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9170    1.0612   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    4.2739   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    3.4001    0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2838    2.7844   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6057   -1.2387    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907   -2.1975   -0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -1.0648   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4784   -2.4541   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3803    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    1.0232    0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5693    2.0693   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715    1.7074   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.3110   -4.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    1.3927   -2.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 21  8  2  0
 14 15  2  0
  8  9  1  0
 15 16  1  0
  9 10  2  0
 10 11  1  0
 16 17  2  0
 12 13  1  0
 14 12  1  0
  8  6  1  0
 18 19  2  0
  6  7  2  0
 12 11  1  0
  6  5  1  0
  5  4  1  0
 11 20  2  0
  4  2  1  0
 19 14  1  0
  2  3  1  0
 20 21  1  0
  2  1  2  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 15 30  1  0
 12 28  1  6
 20 35  1  0
  9 26  1  0
 10 27  1  0
 13 29  1  0
  5 25  1  0
  4 23  1  0
  4 24  1  0
  3 22  1  0
M  END


  Mrv1652306192119363D          

 35 36  0  0  0  0            999 V2000
   -7.3546    3.7098   -0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4495    2.8935   -0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6985    1.5674   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9947    3.3007   -0.3294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9608    2.4176   -0.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614    1.1848   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.6227    0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3919    0.5713   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030   -0.6829   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -1.2117   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468   -0.4810   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496   -1.0000   -2.3823 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5129   -2.3358   -1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -0.1352   -2.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689    0.0740   -0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9833    0.8651   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    1.4528   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.2494   -2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.4588   -3.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.7706   -2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    1.3189   -1.7175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9170    1.0612   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    4.2739   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    3.4001    0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2838    2.7844   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6057   -1.2387    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907   -2.1975   -0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -1.0648   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4784   -2.4541   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3803    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    1.0232    0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5693    2.0693   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715    1.7074   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.3110   -4.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    1.3927   -2.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
 21  8  2  0  0  0  0
 14 15  2  0  0  0  0
  8  9  1  0  0  0  0
 15 16  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 16 17  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  0  0  0  0
  8  6  1  0  0  0  0
 18 19  2  0  0  0  0
  6  7  2  0  0  0  0
 12 11  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
 11 20  2  0  0  0  0
  4  2  1  0  0  0  0
 19 14  1  0  0  0  0
  2  3  1  0  0  0  0
 20 21  1  0  0  0  0
  2  1  2  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 18 33  1  0  0  0  0
 19 34  1  0  0  0  0
 15 30  1  0  0  0  0
 12 28  1  6  0  0  0
 20 35  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 13 29  1  0  0  0  0
  5 25  1  0  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  3 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025492

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H14N2O4/c18-13(19)9-17-15(21)12-7-6-11(8-16-12)14(20)10-4-2-1-3-5-10/h1-8,14,20H,9H2,(H,17,21)(H,18,19)/t14-/m1/s1

> <INCHI_KEY>
FXLBJCPJRLNNME-CQSZACIVSA-N

> <FORMULA>
C15H14N2O4

> <MOLECULAR_WEIGHT>
286.287

> <EXACT_MASS>
286.095356939

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.72422901008506

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-({5-[(R)-hydroxy(phenyl)methyl]pyridin-2-yl}formamido)acetic acid

> <ALOGPS_LOGP>
0.87

> <JCHEM_LOGP>
0.7106138029999998

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.40858616296461

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9465414448712575

> <JCHEM_PKA_STRONGEST_BASIC>
0.6112792301072989

> <JCHEM_POLAR_SURFACE_AREA>
99.52000000000001

> <JCHEM_REFRACTIVITY>
74.68749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
({5-[(R)-hydroxy(phenyl)methyl]pyridin-2-yl}formamido)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
   -7.3546    3.7098   -0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4495    2.8935   -0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6985    1.5674   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9947    3.3007   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608    2.4176   -0.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614    1.1848   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.6227    0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3919    0.5713   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030   -0.6829   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -1.2117   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468   -0.4810   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496   -1.0000   -2.3823 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5129   -2.3358   -1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -0.1352   -2.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689    0.0740   -0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9833    0.8651   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    1.4528   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.2494   -2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.4588   -3.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.7706   -2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    1.3189   -1.7175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9170    1.0612   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    4.2739   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    3.4001    0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2838    2.7844   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6057   -1.2387    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907   -2.1975   -0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -1.0648   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4784   -2.4541   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3803    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    1.0232    0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5693    2.0693   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715    1.7074   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.3110   -4.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    1.3927   -2.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 21  8  2  0
 14 15  2  0
  8  9  1  0
 15 16  1  0
  9 10  2  0
 10 11  1  0
 16 17  2  0
 12 13  1  0
 14 12  1  0
  8  6  1  0
 18 19  2  0
  6  7  2  0
 12 11  1  0
  6  5  1  0
  5  4  1  0
 11 20  2  0
  4  2  1  0
 19 14  1  0
  2  3  1  0
 20 21  1  0
  2  1  2  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 15 30  1  0
 12 28  1  6
 20 35  1  0
  9 26  1  0
 10 27  1  0
 13 29  1  0
  5 25  1  0
  4 23  1  0
  4 24  1  0
  3 22  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -7.355   3.710  -0.695  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.449   2.894  -0.569  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.699   1.567  -0.499  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.995   3.301  -0.329  0.00  0.00           C+0
HETATM    5  N   UNK     0      -3.961   2.418  -0.848  0.00  0.00           N+0
HETATM    6  C   UNK     0      -3.661   1.185  -0.323  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.418   0.623   0.463  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.392   0.571  -0.826  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.003  -0.683  -0.382  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.814  -1.212  -0.879  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.047  -0.481  -1.795  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.250  -1.000  -2.382  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.513  -2.336  -1.948  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.457  -0.135  -2.070  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.869   0.074  -0.743  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.983   0.865  -0.461  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.701   1.453  -1.500  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.308   1.249  -2.821  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.193   0.459  -3.107  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.535   0.771  -2.175  0.00  0.00           C+0
HETATM   21  N   UNK     0      -1.685   1.319  -1.718  0.00  0.00           N+0
HETATM   22  H   UNK     0      -5.917   1.061  -0.173  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.835   4.274  -0.804  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.849   3.400   0.751  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.284   2.784  -1.515  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.606  -1.239   0.329  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.491  -2.197  -0.549  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.112  -1.065  -3.469  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.478  -2.454  -1.954  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.319  -0.380   0.080  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.291   1.023   0.570  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.569   2.069  -1.280  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.872   1.707  -3.631  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.906   0.311  -4.146  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.009   1.393  -2.884  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    4    3    1                                                  
CONECT    3    2   22                                                       
CONECT    4    5    2   23   24                                             
CONECT    5    6    4   25                                                  
CONECT    6    8    7    5                                                  
CONECT    7    6                                                            
CONECT    8   21    9    6                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10   12   20                                                  
CONECT   12   13   14   11   28                                             
CONECT   13   12   29                                                       
CONECT   14   15   12   19                                                  
CONECT   15   14   16   30                                                  
CONECT   16   15   17   31                                                  
CONECT   17   18   16   32                                                  
CONECT   18   17   19   33                                                  
CONECT   19   18   14   34                                                  
CONECT   20   11   21   35                                                  
CONECT   21    8   20                                                       
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

RDKit          3D

35 36  0  0  0  0  0  0  0  0999 V2000
   -7.3546    3.7098   -0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4495    2.8935   -0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6985    1.5674   -0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9947    3.3007   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608    2.4176   -0.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614    1.1848   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.6227    0.4625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3919    0.5713   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030   -0.6829   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -1.2117   -0.8785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468   -0.4810   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2496   -1.0000   -2.3823 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5129   -2.3358   -1.9478 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572   -0.1352   -2.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8689    0.0740   -0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9833    0.8651   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    1.4528   -1.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.2494   -2.8215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    0.4588   -3.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346    0.7706   -2.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847    1.3189   -1.7175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9170    1.0612   -0.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    4.2739   -0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    3.4001    0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2838    2.7844   -1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6057   -1.2387    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907   -2.1975   -0.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121   -1.0648   -3.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4784   -2.4541   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3803    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    1.0232    0.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5693    2.0693   -1.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715    1.7074   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065    0.3110   -4.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    1.3927   -2.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 21  8  2  0
 14 15  2  0
  8  9  1  0
 15 16  1  0
  9 10  2  0
 10 11  1  0
 16 17  2  0
 12 13  1  0
 14 12  1  0
  8  6  1  0
 18 19  2  0
  6  7  2  0
 12 11  1  0
  6  5  1  0
  5  4  1  0
 11 20  2  0
  4  2  1  0
 19 14  1  0
  2  3  1  0
 20 21  1  0
  2  1  2  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 15 30  1  0
 12 28  1  6
 20 35  1  0
  9 26  1  0
 10 27  1  0
 13 29  1  0
  5 25  1  0
  4 23  1  0
  4 24  1  0
  3 22  1  0
M  END

View in JSmol

Synonyms

Value	Source
2-({5-[(R)-hydroxy(phenyl)methyl]pyridin-2-yl}formamido)acetate	Generator

Chemical Formula

C₁₅H₁₄N₂O₄

Average Mass

286.2870 Da

Monoisotopic Mass

286.09536 Da

IUPAC Name

2-({5-[(R)-hydroxy(phenyl)methyl]pyridin-2-yl}formamido)acetic acid

Traditional Name

({5-[(R)-hydroxy(phenyl)methyl]pyridin-2-yl}formamido)acetic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H14N2O4/c18-13(19)9-17-15(21)12-7-6-11(8-16-12)14(20)10-4-2-1-3-5-10/h1-8,14,20H,9H2,(H,17,21)(H,18,19)/t14-/m1/s1

InChI Key

FXLBJCPJRLNNME-CQSZACIVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Akanthomyces lecanii	JEOL database	Soman, A. G., et al, J. Nat. Prod. 64, 189 (2001)
Veticillium lecanii	-	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	0.87	ALOGPS
logP	0.71	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	0.61	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.69 m³·mol⁻¹	ChemAxon
Polarizability	28.72 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

8883670

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10708329

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Soman, A. G., et al. (2001). Soman, A. G., et al, J. Nat. Prod. 64, 189 (2001). J. Nat. Prod..

Showing NP-Card for Vertilecanin B (NP0025492)

MOL for NP0025492 (Vertilecanin B)

3D MOL for NP0025492 (Vertilecanin B)

3D SDF for NP0025492 (Vertilecanin B)

3D-SDF for NP0025492 (Vertilecanin B)

PDB for NP0025492 (Vertilecanin B)

3D PDB for NP0025492 (Vertilecanin B)

SMILES for NP0025492 (Vertilecanin B)

INCHI for NP0025492 (Vertilecanin B)

Structure for NP0025492 (Vertilecanin B)

3D Structure for NP0025492 (Vertilecanin B)