NP-MRD: Showing NP-Card for Endophenazine A (NP0004438)

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Record Information

Version

2.0

Created at

2020-12-09 01:54:02 UTC

Updated at

2021-07-15 16:49:11 UTC

NP-MRD ID

NP0004438

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Endophenazine A

Provided By

NPAtlas

Description

Endophenazine A is found in Streptomyces anulatus and Streptomyces cinnamonensis. Based on a literature review very few articles have been published on Endophenazine A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118063D          

 38 40  0  0  0  0            999 V2000
    4.3613    0.2846   -0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    0.7780    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7618    1.4647    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0800    0.6143    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740   -0.0772   -1.0945 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8970   -1.3075   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4412   -2.5575   -0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -3.6612   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6703   -3.4821   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420   -2.2165   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279   -2.0707    0.1829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0363   -0.8309    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6814    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8555    0.6026    0.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0620    1.7017    0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421    1.5631    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8899    2.7161   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    2.5339   -0.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    4.0080   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.2732    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683    0.0926   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -1.1398   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765   -0.7877   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970    0.8391   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3984    0.5399   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    2.4280    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8430    1.7064    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.9102    2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    0.9723    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645    0.6323   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -0.3103   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855   -2.6520   -1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0903   -4.6415   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2355   -4.3834   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9743   -1.5527    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8921    0.7029    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    2.6971    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608    4.2913    0.2629 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22  6  1  0  0  0  0
 22 10  1  0  0  0  0
 20 12  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 15 37  1  0  0  0  0
 19 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    4.3613    0.2846   -0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    0.7780    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7618    1.4647    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0800    0.6143    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740   -0.0772   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.3075   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4412   -2.5575   -0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -3.6612   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6703   -3.4821   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420   -2.2165   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279   -2.0707    0.1829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0363   -0.8309    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6814    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8555    0.6026    0.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0620    1.7017    0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421    1.5631    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8899    2.7161   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    2.5339   -0.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    4.0080   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.2732    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683    0.0926   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -1.1398   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765   -0.7877   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970    0.8391   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3984    0.5399   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    2.4280    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8430    1.7064    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.9102    2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    0.9723    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645    0.6323   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -0.3103   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855   -2.6520   -1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0903   -4.6415   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2355   -4.3834   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9743   -1.5527    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8921    0.7029    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    2.6971    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608    4.2913    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  2  0
 22  6  1  0
 22 10  1  0
 20 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
M  END


  Mrv1652306242118063D          

 38 40  0  0  0  0            999 V2000
    4.3613    0.2846   -0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    0.7780    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7618    1.4647    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0800    0.6143    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740   -0.0772   -1.0945 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8970   -1.3075   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4412   -2.5575   -0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -3.6612   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6703   -3.4821   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420   -2.2165   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279   -2.0707    0.1829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0363   -0.8309    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6814    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8555    0.6026    0.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0620    1.7017    0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421    1.5631    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8899    2.7161   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    2.5339   -0.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    4.0080   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.2732    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683    0.0926   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -1.1398   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765   -0.7877   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970    0.8391   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3984    0.5399   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    2.4280    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8430    1.7064    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.9102    2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    0.9723    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645    0.6323   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -0.3103   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855   -2.6520   -1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0903   -4.6415   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2355   -4.3834   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9743   -1.5527    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8921    0.7029    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    2.6971    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608    4.2913    0.2629 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 16 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22  6  1  0  0  0  0
 22 10  1  0  0  0  0
 20 12  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  5 30  1  0  0  0  0
  5 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 15 37  1  0  0  0  0
 19 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004438

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C2N=C3C(=NC2=C([H])C([H])=C1[H])C([H])=C([H])C([H])=C3C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O2/c1-11(2)9-10-12-5-3-7-14-16(12)20-17-13(18(21)22)6-4-8-15(17)19-14/h3-9H,10H2,1-2H3,(H,21,22)

> <INCHI_KEY>
WLQXISHGKXGNFV-UHFFFAOYSA-N

> <FORMULA>
C18H16N2O2

> <MOLECULAR_WEIGHT>
292.338

> <EXACT_MASS>
292.121177763

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.895163910391254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-(3-methylbut-2-en-1-yl)phenazine-1-carboxylic acid

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
4.4464056853333345

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6752293273357597

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8265214124979655

> <JCHEM_POLAR_SURFACE_AREA>
63.08

> <JCHEM_REFRACTIVITY>
84.65559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-(3-methylbut-2-en-1-yl)phenazine-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    4.3613    0.2846   -0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    0.7780    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7618    1.4647    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0800    0.6143    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740   -0.0772   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.3075   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4412   -2.5575   -0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -3.6612   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6703   -3.4821   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420   -2.2165   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279   -2.0707    0.1829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0363   -0.8309    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6814    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8555    0.6026    0.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0620    1.7017    0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421    1.5631    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8899    2.7161   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    2.5339   -0.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    4.0080   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.2732    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683    0.0926   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -1.1398   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765   -0.7877   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970    0.8391   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3984    0.5399   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    2.4280    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8430    1.7064    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.9102    2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    0.9723    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645    0.6323   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -0.3103   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855   -2.6520   -1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0903   -4.6415   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2355   -4.3834   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9743   -1.5527    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8921    0.7029    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    2.6971    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608    4.2913    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  2  0
 22  6  1  0
 22 10  1  0
 20 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  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       4.361   0.285  -0.537  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.343   0.778   0.402  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.762   1.465   1.639  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.080   0.614   0.150  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.674  -0.077  -1.095  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.897  -1.308  -0.828  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.441  -2.558  -0.937  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.649  -3.661  -0.668  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.670  -3.482  -0.296  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.242  -2.216  -0.179  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.528  -2.071   0.183  0.00  0.00           N+0
HETATM   12  C   UNK     0      -3.036  -0.831   0.281  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.369  -0.681   0.655  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.856   0.603   0.743  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.062   1.702   0.474  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.742   1.563   0.103  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.890   2.716  -0.183  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.698   2.534  -0.503  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.368   4.008  -0.109  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.255   0.273   0.015  0.00  0.00           C+0
HETATM   21  N   UNK     0      -0.968   0.093  -0.347  0.00  0.00           N+0
HETATM   22  C   UNK     0      -0.435  -1.140  -0.452  0.00  0.00           C+0
HETATM   23  H   UNK     0       4.277  -0.788  -0.793  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.197   0.839  -1.508  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.398   0.540  -0.230  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.178   2.428   1.663  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.843   1.706   1.681  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.461   0.910   2.555  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.327   0.972   0.827  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.965   0.632  -1.609  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.539  -0.310  -1.721  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.486  -2.652  -1.234  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.090  -4.641  -0.757  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.236  -4.383  -0.100  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.974  -1.553   0.861  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.892   0.703   1.035  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.486   2.697   0.556  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.261   4.291   0.263  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   26   27   28                                             
CONECT    4    2    5   29                                                  
CONECT    5    4    6   30   31                                             
CONECT    6    5    7   22                                                  
CONECT    7    6    8   32                                                  
CONECT    8    7    9   33                                                  
CONECT    9    8   10   34                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14   35                                                  
CONECT   14   13   15   36                                                  
CONECT   15   14   16   37                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   38                                                       
CONECT   20   16   21   12                                                  
CONECT   21   20   22                                                       
CONECT   22   21    6   10                                                  
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    5                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   15                                                            
CONECT   38   19                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    4.3613    0.2846   -0.5368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    0.7780    0.4018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7618    1.4647    1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0800    0.6143    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740   -0.0772   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.3075   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4412   -2.5575   -0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6486   -3.6612   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6703   -3.4821   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420   -2.2165   -0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5279   -2.0707    0.1829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0363   -0.8309    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3686   -0.6814    0.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8555    0.6026    0.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0620    1.7017    0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7421    1.5631    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8899    2.7161   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6981    2.5339   -0.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3683    4.0080   -0.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2545    0.2732    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9683    0.0926   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346   -1.1398   -0.4520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2765   -0.7877   -0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1970    0.8391   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3984    0.5399   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    2.4280    1.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8430    1.7064    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608    0.9102    2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    0.9723    0.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645    0.6323   -1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -0.3103   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855   -2.6520   -1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0903   -4.6415   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2355   -4.3834   -0.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9743   -1.5527    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8921    0.7029    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    2.6971    0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2608    4.2913    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 16 20  2  0
 20 21  1  0
 21 22  2  0
 22  6  1  0
 22 10  1  0
 20 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
9-(3-Methylbut-2-en-1-yl)phenazine-1-carboxylate	Generator

Chemical Formula

C₁₈H₁₆N₂O₂

Average Mass

292.3380 Da

Monoisotopic Mass

292.12118 Da

IUPAC Name

9-(3-methylbut-2-en-1-yl)phenazine-1-carboxylic acid

Traditional Name

9-(3-methylbut-2-en-1-yl)phenazine-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC=CC2=NC3=CC=CC(C(O)=O)=C3N=C12

InChI Identifier

InChI=1S/C18H16N2O2/c1-11(2)9-10-12-5-3-7-14-16(12)20-17-13(18(21)22)6-4-8-15(17)19-14/h3-9H,10H2,1-2H3,(H,21,22)

InChI Key

WLQXISHGKXGNFV-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 anulatus	NPAtlas	12458768
Streptomyces cinnamonensis	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces anulatus 9663	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Phenazines and derivatives

Alternative Parents

Substituents

Phenazine
Benzenoid
Pyrazine
Heteroaromatic compound
Azacycle
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	3.34	ALOGPS
logP	4.45	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.08 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.66 m³·mol⁻¹	ChemAxon
Polarizability	31.9 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

NPA015622

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00015085

Chemspider ID

8215539

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10039975

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Endophenazine A (NP0004438)

MOL for NP0004438 (Endophenazine A)

3D MOL for NP0004438 (Endophenazine A)

3D SDF for NP0004438 (Endophenazine A)

3D-SDF for NP0004438 (Endophenazine A)

PDB for NP0004438 (Endophenazine A)

3D PDB for NP0004438 (Endophenazine A)

SMILES for NP0004438 (Endophenazine A)

INCHI for NP0004438 (Endophenazine A)

Structure for NP0004438 (Endophenazine A)

3D Structure for NP0004438 (Endophenazine A)