NP-MRD: Showing NP-Card for AJI9561 (NP0003634)

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Record Information

Version

1.0

Created at

2020-12-09 00:49:42 UTC

Updated at

2021-07-15 16:46:57 UTC

NP-MRD ID

NP0003634

Secondary Accession Numbers

None

Natural Product Identification

Common Name

AJI9561

Provided By

NPAtlas

Description

2-[2-(2-Hydroxy-6-methylphenyl)-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylic acid belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group. AJI9561 is found in Streptomyces sp. It was first documented in 2001 (PMID: 11269707). Based on a literature review very few articles have been published on 2-[2-(2-hydroxy-6-methylphenyl)-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117493D          

 43 47  0  0  0  0            999 V2000
   -5.0005   -0.3194    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.0254    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.1709    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5161    3.4173    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    3.5078    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    2.3549    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    2.5670    0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    1.1163    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599   -0.1171    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -0.3395    0.1464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -1.6471    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -2.3507    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -1.6357    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -0.3165    0.1257 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934   -0.0342    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    1.1119    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194    2.3951    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    2.4925    0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.5998    0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    1.0565    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1787   -0.1592    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4187   -1.3068    0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0217   -1.2538    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -2.1651    0.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374   -3.7249   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7011   -4.3510   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -3.6482   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962   -2.2540    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984   -1.3347    0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7867   -0.8168   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869   -0.9366    1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -0.1492    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1511    2.0895    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    4.2982    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116    4.4895    0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    1.8298    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208    3.7349    0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.9532    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2771   -0.2182    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -2.2704   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -4.2963   -0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956   -5.4403   -0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8631   -4.1246   -0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 16 20  1  0  0  0  0
 20 21  2  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
 12 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  8  2  1  0  0  0  0
 29  9  1  0  0  0  0
 28 11  1  0  0  0  0
 24 13  1  0  0  0  0
 23 15  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  7 36  1  0  0  0  0
 19 37  1  0  0  0  0
 20 38  1  0  0  0  0
 21 39  1  0  0  0  0
 22 40  1  0  0  0  0
 25 41  1  0  0  0  0
 26 42  1  0  0  0  0
 27 43  1  0  0  0  0
M  END

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -5.0005   -0.3194    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.0254    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.1709    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5161    3.4173    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    3.5078    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    2.3549    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    2.5670    0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    1.1163    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599   -0.1171    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -0.3395    0.1464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -1.6471    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -2.3507    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -1.6357    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -0.3165    0.1257 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934   -0.0342    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    1.1119    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194    2.3951    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    2.4925    0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.5998    0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    1.0565    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1787   -0.1592    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4187   -1.3068    0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0217   -1.2538    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -2.1651    0.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374   -3.7249   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7011   -4.3510   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -3.6482   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962   -2.2540    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984   -1.3347    0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7867   -0.8168   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869   -0.9366    1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -0.1492    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1511    2.0895    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    4.2982    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116    4.4895    0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    1.8298    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208    3.7349    0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.9532    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2771   -0.2182    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -2.2704   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -4.2963   -0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956   -5.4403   -0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8631   -4.1246   -0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 12 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  8  2  1  0
 29  9  1  0
 28 11  1  0
 24 13  1  0
 23 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END


  Mrv1652306242117493D          

 43 47  0  0  0  0            999 V2000
   -5.0005   -0.3194    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.0254    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.1709    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5161    3.4173    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    3.5078    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    2.3549    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    2.5670    0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    1.1163    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599   -0.1171    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -0.3395    0.1464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -1.6471    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -2.3507    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -1.6357    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -0.3165    0.1257 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934   -0.0342    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    1.1119    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194    2.3951    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    2.4925    0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.5998    0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    1.0565    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1787   -0.1592    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4187   -1.3068    0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0217   -1.2538    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -2.1651    0.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374   -3.7249   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7011   -4.3510   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -3.6482   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962   -2.2540    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984   -1.3347    0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7867   -0.8168   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869   -0.9366    1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -0.1492    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1511    2.0895    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    4.2982    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116    4.4895    0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    1.8298    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208    3.7349    0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.9532    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2771   -0.2182    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -2.2704   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -4.2963   -0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956   -5.4403   -0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8631   -4.1246   -0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 16 20  1  0  0  0  0
 20 21  2  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
 12 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  8  2  1  0  0  0  0
 29  9  1  0  0  0  0
 28 11  1  0  0  0  0
 24 13  1  0  0  0  0
 23 15  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  7 36  1  0  0  0  0
 19 37  1  0  0  0  0
 20 38  1  0  0  0  0
 21 39  1  0  0  0  0
 22 40  1  0  0  0  0
 25 41  1  0  0  0  0
 26 42  1  0  0  0  0
 27 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003634

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C2N=C(OC2=C([H])C([H])=C1[H])C1=C2N=C(OC2=C([H])C([H])=C1[H])C1=C(O[H])C([H])=C([H])C([H])=C1C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H14N2O5/c1-11-5-2-8-14(25)17(11)21-24-18-12(6-3-9-15(18)29-21)20-23-19-13(22(26)27)7-4-10-16(19)28-20/h2-10,25H,1H3,(H,26,27)

> <INCHI_KEY>
OKZZJMABRRSZAW-UHFFFAOYSA-N

> <FORMULA>
C22H14N2O5

> <MOLECULAR_WEIGHT>
386.363

> <EXACT_MASS>
386.090271559

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
40.328230595756736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(2-hydroxy-6-methylphenyl)-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylic acid

> <ALOGPS_LOGP>
4.13

> <JCHEM_LOGP>
4.583464471666667

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.61138982266576

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4439596947196276

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9847117018660957

> <JCHEM_POLAR_SURFACE_AREA>
109.59

> <JCHEM_REFRACTIVITY>
123.86970000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(2-hydroxy-6-methylphenyl)-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
   -5.0005   -0.3194    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.0254    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.1709    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5161    3.4173    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    3.5078    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    2.3549    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    2.5670    0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    1.1163    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599   -0.1171    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -0.3395    0.1464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -1.6471    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -2.3507    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -1.6357    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -0.3165    0.1257 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934   -0.0342    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    1.1119    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194    2.3951    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    2.4925    0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.5998    0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    1.0565    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1787   -0.1592    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4187   -1.3068    0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0217   -1.2538    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -2.1651    0.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374   -3.7249   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7011   -4.3510   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -3.6482   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962   -2.2540    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984   -1.3347    0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7867   -0.8168   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869   -0.9366    1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -0.1492    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1511    2.0895    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    4.2982    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116    4.4895    0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    1.8298    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208    3.7349    0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.9532    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2771   -0.2182    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -2.2704   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -4.2963   -0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956   -5.4403   -0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8631   -4.1246   -0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 12 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  8  2  1  0
 29  9  1  0
 28 11  1  0
 24 13  1  0
 23 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.000  -0.319   0.179  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.331   1.025   0.253  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.083   2.171   0.326  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.516   3.417   0.395  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.151   3.508   0.390  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.373   2.355   0.317  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.017   2.567   0.319  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.934   1.116   0.248  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.160  -0.117   0.170  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.839  -0.340   0.146  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.551  -1.647   0.067  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.620  -2.351   0.017  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.880  -1.636   0.050  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.060  -0.317   0.126  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.393  -0.034   0.132  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.153   1.112   0.194  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.519   2.395   0.274  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.280   2.493   0.289  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.227   3.600   0.339  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.530   1.056   0.180  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.179  -0.159   0.104  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.419  -1.307   0.042  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.022  -1.254   0.056  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.088  -2.165   0.009  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.537  -3.725  -0.063  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.701  -4.351  -0.091  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.877  -3.648  -0.040  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.796  -2.254   0.041  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.698  -1.335   0.102  0.00  0.00           O+0
HETATM   30  H   UNK     0      -4.787  -0.817  -0.795  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.787  -0.937   1.058  0.00  0.00           H+0
HETATM   32  H   UNK     0      -6.098  -0.149   0.178  0.00  0.00           H+0
HETATM   33  H   UNK     0      -6.151   2.090   0.329  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.134   4.298   0.452  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.712   4.489   0.445  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.367   1.830   0.271  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.021   3.735   0.951  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.156   1.953   0.228  0.00  0.00           H+0
HETATM   39  H   UNK     0       7.277  -0.218   0.092  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.913  -2.270  -0.018  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.450  -4.296  -0.104  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.796  -5.440  -0.154  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.863  -4.125  -0.061  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   33                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6   35                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   36                                                       
CONECT    8    6    9    2                                                  
CONECT    9    8   10   29                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   37                                                       
CONECT   20   16   21   38                                                  
CONECT   21   20   22   39                                                  
CONECT   22   21   23   40                                                  
CONECT   23   22   24   15                                                  
CONECT   24   23   13                                                       
CONECT   25   12   26   41                                                  
CONECT   26   25   27   42                                                  
CONECT   27   26   28   43                                                  
CONECT   28   27   29   11                                                  
CONECT   29   28    9                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    7                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   22                                                            
CONECT   41   25                                                            
CONECT   42   26                                                            
CONECT   43   27                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

RDKit          3D

43 47  0  0  0  0  0  0  0  0999 V2000
   -5.0005   -0.3194    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    1.0254    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.1709    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5161    3.4173    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    3.5078    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727    2.3549    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    2.5670    0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9344    1.1163    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1599   -0.1171    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8394   -0.3395    0.1464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512   -1.6471    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -2.3507    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -1.6357    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -0.3165    0.1257 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3934   -0.0342    0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    1.1119    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5194    2.3951    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    2.4925    0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.5998    0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    1.0565    0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1787   -0.1592    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4187   -1.3068    0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0217   -1.2538    0.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -2.1651    0.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374   -3.7249   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7011   -4.3510   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -3.6482   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962   -2.2540    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6984   -1.3347    0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7867   -0.8168   -0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869   -0.9366    1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -0.1492    0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1511    2.0895    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338    4.2982    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116    4.4895    0.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3669    1.8298    0.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208    3.7349    0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1557    1.9532    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2771   -0.2182    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -2.2704   -0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4498   -4.2963   -0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956   -5.4403   -0.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8631   -4.1246   -0.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 12 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  8  2  1  0
 29  9  1  0
 28 11  1  0
 24 13  1  0
 23 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-[2-(2-Hydroxy-6-methylphenyl)-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylate	Generator

Chemical Formula

C₂₂H₁₄N₂O₅

Average Mass

386.3630 Da

Monoisotopic Mass

386.09027 Da

IUPAC Name

2-[2-(2-hydroxy-6-methylphenyl)-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylic acid

Traditional Name

2-[2-(2-hydroxy-6-methylphenyl)-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=C(C2=NC3=C(C=CC=C3O2)C2=NC3=C(C=CC=C3O2)C(O)=O)C(O)=CC=C1

InChI Identifier

InChI=1S/C22H14N2O5/c1-11-5-2-8-14(25)17(11)21-24-18-12(6-3-9-15(18)29-21)20-23-19-13(22(26)27)7-4-10-16(19)28-20/h2-10,25H,1H3,(H,26,27)

InChI Key

OKZZJMABRRSZAW-UHFFFAOYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Streptomyces sp.	NPAtlas	11269707

Species Where Detected

Species Name	Source	Reference
Streptomyces sp. AJ9561	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl-1,3-oxazoles. These are aromatic heterocyclic compounds containing a 1,3-oxazole substituted at one or more positions by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Oxazoles

Direct Parent

Phenyl-1,3-oxazoles

Alternative Parents

Substituents

Phenyl-1,3-oxazole
Benzoxazole
M-cresol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.13	ALOGPS
logP	4.58	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	-0.98	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	109.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	123.87 m³·mol⁻¹	ChemAxon
Polarizability	40.33 Å³	ChemAxon
Number of Rings	5	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

NPAtlas ID

NPA018563

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00015908

Chemspider ID

32699653

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135515492

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sato S, Kajiura T, Noguchi M, Takehana K, Kobayashi T, Tsuji T: AJI9561, a new cytotoxic benzoxazole derivative produced by Streptomyces sp. J Antibiot (Tokyo). 2001 Jan;54(1):102-4. doi: 10.7164/antibiotics.54.102. [PubMed:11269707 ]

Showing NP-Card for AJI9561 (NP0003634)

MOL for NP0003634 (AJI9561)

3D MOL for NP0003634 (AJI9561)

3D SDF for NP0003634 (AJI9561)

3D-SDF for NP0003634 (AJI9561)

PDB for NP0003634 (AJI9561)

3D PDB for NP0003634 (AJI9561)

SMILES for NP0003634 (AJI9561)

INCHI for NP0003634 (AJI9561)

Structure for NP0003634 (AJI9561)

3D Structure for NP0003634 (AJI9561)