NP-MRD: Showing NP-Card for WS-5995 C (NP0022182)

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Record Information

Version

2.0

Created at

2021-01-06 07:24:29 UTC

Updated at

2021-07-15 17:38:21 UTC

NP-MRD ID

NP0022182

Secondary Accession Numbers

None

Natural Product Identification

Common Name

WS-5995 C

Provided By

NPAtlas

Description

MEGxm0_000367, also known as WS-5995 C, belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group. WS-5995 C is found in Streptomyces. WS-5995 C was first documented in 1980 (PMID: 7451360). Based on a literature review very few articles have been published on MEGxm0_000367.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105213D          

 40 42  0  0  0  0            999 V2000
   -2.0383    3.4849    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    2.3202    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.0532   -0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.9637    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054   -0.2587   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -0.3450    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.3669   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -1.3080   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.5455   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.6198   -0.6680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -2.6829   -0.9238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.0772   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3132    0.0452   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826   -0.5381    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.2813    1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286   -0.4155    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -1.0516    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -0.9873    1.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -0.2850    0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5611    0.3770   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026    1.0591   -1.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1857    0.2900   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    0.9282   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109    1.5861   -2.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8134   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539    1.3770   -2.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    4.3361    0.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.5739   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598    3.3926    1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    1.8315    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.5781   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7416   -1.1884   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.5541    1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -2.3313   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -3.2277   -1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676   -2.2390    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886   -1.6038    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.4850    2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.1975    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793    1.5798   -2.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 12  3  1  0  0  0  0
 25 13  1  0  0  0  0
 22 16  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  4 30  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  7 34  1  0  0  0  0
 11 35  1  0  0  0  0
 15 36  1  0  0  0  0
 17 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.0383    3.4849    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    2.3202    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.0532   -0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.9637    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054   -0.2587   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -0.3450    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.3669   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -1.3080   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.5455   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.6198   -0.6680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -2.6829   -0.9238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.0772   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3132    0.0452   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826   -0.5381    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.2813    1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286   -0.4155    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -1.0516    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -0.9873    1.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -0.2850    0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5611    0.3770   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026    1.0591   -1.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1857    0.2900   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    0.9282   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109    1.5861   -2.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8134   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539    1.3770   -2.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    4.3361    0.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.5739   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598    3.3926    1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    1.8315    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.5781   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7416   -1.1884   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.5541    1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -2.3313   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -3.2277   -1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676   -2.2390    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886   -1.6038    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.4850    2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.1975    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793    1.5798   -2.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 12  3  1  0
 25 13  1  0
 22 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 11 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
M  END


  Mrv1652306242105213D          

 40 42  0  0  0  0            999 V2000
   -2.0383    3.4849    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    2.3202    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.0532   -0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.9637    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054   -0.2587   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -0.3450    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.3669   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -1.3080   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.5455   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.6198   -0.6680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -2.6829   -0.9238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.0772   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3132    0.0452   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826   -0.5381    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.2813    1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286   -0.4155    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -1.0516    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -0.9873    1.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -0.2850    0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5611    0.3770   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026    1.0591   -1.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1857    0.2900   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    0.9282   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109    1.5861   -2.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8134   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539    1.3770   -2.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    4.3361    0.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.5739   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598    3.3926    1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    1.8315    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.5781   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7416   -1.1884   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.5541    1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -2.3313   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -3.2277   -1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676   -2.2390    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886   -1.6038    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.4850    2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.1975    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793    1.5798   -2.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 12  3  1  0  0  0  0
 25 13  1  0  0  0  0
 22 16  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  4 30  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  7 34  1  0  0  0  0
 11 35  1  0  0  0  0
 15 36  1  0  0  0  0
 17 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  0  0  0  0
 21 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022182

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(C(OC([H])([H])[H])=C([H])C(=C1[H])C([H])([H])[H])C1=C(O[H])C2=C([H])C([H])=C([H])C(O[H])=C2C(=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O7/c1-8-6-10(19(24)25)14(12(7-8)26-2)15-16(21)9-4-3-5-11(20)13(9)17(22)18(15)23/h3-7,20-21H,1-2H3,(H,24,25)

> <INCHI_KEY>
CPRXVUOMCYXPHA-UHFFFAOYSA-N

> <FORMULA>
C19H14O7

> <MOLECULAR_WEIGHT>
354.314

> <EXACT_MASS>
354.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.86236264611405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1,5-dihydroxy-3,4-dioxo-3,4-dihydronaphthalen-2-yl)-3-methoxy-5-methylbenzoic acid

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
3.4806077669999995

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.179379402604669

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2531518178961605

> <JCHEM_PKA_STRONGEST_BASIC>
-4.864643569574256

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
93.25089999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1,5-dihydroxy-3,4-dioxonaphthalen-2-yl)-3-methoxy-5-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
   -2.0383    3.4849    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    2.3202    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.0532   -0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.9637    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054   -0.2587   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -0.3450    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.3669   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -1.3080   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.5455   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.6198   -0.6680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -2.6829   -0.9238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.0772   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3132    0.0452   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826   -0.5381    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.2813    1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286   -0.4155    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -1.0516    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -0.9873    1.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -0.2850    0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5611    0.3770   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026    1.0591   -1.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1857    0.2900   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    0.9282   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109    1.5861   -2.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8134   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539    1.3770   -2.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    4.3361    0.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.5739   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598    3.3926    1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    1.8315    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.5781   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7416   -1.1884   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.5541    1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -2.3313   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -3.2277   -1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676   -2.2390    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886   -1.6038    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.4850    2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.1975    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793    1.5798   -2.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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  9 11  1  0
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 23 25  1  0
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 12  3  1  0
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 22 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
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  7 34  1  0
 11 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  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      -2.038   3.485   0.313  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.306   2.320   0.107  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.883   1.053  -0.013  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.257   0.964   0.079  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.905  -0.259  -0.031  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.390  -0.345   0.072  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.115  -1.367  -0.235  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.719  -1.308  -0.335  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.013  -2.546  -0.645  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.693  -3.620  -0.668  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.316  -2.683  -0.924  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.113  -0.077  -0.218  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.313   0.045  -0.312  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.083  -0.538   0.594  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.528  -1.281   1.663  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.529  -0.416   0.493  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.289  -1.052   1.475  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.667  -0.987   1.456  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.280  -0.285   0.452  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.561   0.377  -0.566  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.203   1.059  -1.538  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.186   0.290  -0.513  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.320   0.928  -1.505  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.811   1.586  -2.450  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.868   0.813  -1.417  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.154   1.377  -2.289  0.00  0.00           O+0
HETATM   27  H   UNK     0      -1.352   4.336   0.345  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.790   3.574  -0.509  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.560   3.393   1.307  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.882   1.831   0.238  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.842   0.578  -0.345  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.742  -1.188  -0.583  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.701  -0.554   1.108  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.611  -2.331  -0.322  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.641  -3.228  -1.690  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.768  -2.239   1.792  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.789  -1.604   2.263  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.274  -1.485   2.225  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.355  -0.198   0.382  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.979   1.580  -2.320  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5   30                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   31   32   33                                             
CONECT    7    5    8   34                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   35                                                       
CONECT   12    8   13    3                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   36                                                       
CONECT   16   14   17   22                                                  
CONECT   17   16   18   37                                                  
CONECT   18   17   19   38                                                  
CONECT   19   18   20   39                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   40                                                       
CONECT   22   20   23   16                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   13                                                  
CONECT   26   25                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    4                                                            
CONECT   31    6                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35   11                                                            
CONECT   36   15                                                            
CONECT   37   17                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
   -2.0383    3.4849    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062    2.3202    0.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8825    1.0532   -0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    0.9637    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054   -0.2587   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3897   -0.3450    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -1.3669   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -1.3080   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0134   -2.5455   -0.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -3.6198   -0.6680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162   -2.6829   -0.9238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1129   -0.0772   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3132    0.0452   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826   -0.5381    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5281   -1.2813    1.6633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286   -0.4155    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2889   -1.0516    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6669   -0.9873    1.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -0.2850    0.4521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5611    0.3770   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026    1.0591   -1.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1857    0.2900   -0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    0.9282   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8109    1.5861   -2.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677    0.8134   -1.4165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1539    1.3770   -2.2894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    4.3361    0.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.5739   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598    3.3926    1.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    1.8315    0.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417    0.5781   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7416   -1.1884   -0.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.5541    1.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -2.3313   -0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -3.2277   -1.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676   -2.2390    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886   -1.6038    2.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2735   -1.4850    2.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3554   -0.1975    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793    1.5798   -2.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 12  3  1  0
 25 13  1  0
 22 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 11 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
WS-5995 C	MeSH

Chemical Formula

C₁₉H₁₄O₇

Average Mass

354.3140 Da

Monoisotopic Mass

354.07395 Da

IUPAC Name

2-(1,5-dihydroxy-3,4-dioxo-3,4-dihydronaphthalen-2-yl)-3-methoxy-5-methylbenzoic acid

Traditional Name

2-(1,5-dihydroxy-3,4-dioxonaphthalen-2-yl)-3-methoxy-5-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(C(=CC(C)=C1)C(O)=O)C1=C(O)C2=C(C(O)=CC=C2)C(=O)C1=O

InChI Identifier

InChI=1S/C19H14O7/c1-8-6-10(19(24)25)14(12(7-8)26-2)15-16(21)9-4-3-5-11(20)13(9)17(22)18(15)23/h3-7,20-21H,1-2H3,(H,24,25)

InChI Key

CPRXVUOMCYXPHA-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	NPAtlas	7451360

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylnaphthalenes. Phenylnaphthalenes are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenylnaphthalene
Naphthoquinone
M-methoxybenzoic acid or derivatives
1-naphthol
Benzoic acid
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Anisole
Methoxybenzene
Aryl ketone
Phenol ether
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Toluene
Phenol
Monocyclic benzene moiety
Vinylogous acid
Cyclic ketone
Ketone
Ether
Enol
Carboxylic acid derivative
Carboxylic acid
Organic oxygen compound
Organooxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	1.99	ALOGPS
logP	3.48	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.25 m³·mol⁻¹	ChemAxon
Polarizability	34.86 Å³	ChemAxon
Number of Rings	3	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

NPA018865

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8536204

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10360755

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ikushima H, Okamoto M, Tanaka H, Ohe O, Kohsaka M, Aoki H, Imanaka H: New anticoccidial antibiotics, WS-5995 A and B. I. Isolation and characterization. J Antibiot (Tokyo). 1980 Oct;33(10):1107-13. doi: 10.7164/antibiotics.33.1107. [PubMed:7451360 ]

Showing NP-Card for WS-5995 C (NP0022182)

MOL for NP0022182 (WS-5995 C)

3D MOL for NP0022182 (WS-5995 C)

3D SDF for NP0022182 (WS-5995 C)

3D-SDF for NP0022182 (WS-5995 C)

PDB for NP0022182 (WS-5995 C)

3D PDB for NP0022182 (WS-5995 C)

SMILES for NP0022182 (WS-5995 C)

INCHI for NP0022182 (WS-5995 C)

Structure for NP0022182 (WS-5995 C)

3D Structure for NP0022182 (WS-5995 C)