1-Methyl-6-nitro-2-phenyl-1H-indol-4-ol

ID: ALA1819313

PubChem CID: 54770701

Max Phase: Preclinical

Molecular Formula: C15H12N2O3

Molecular Weight: 268.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(-c2ccccc2)cc2c(O)cc([N+](=O)[O-])cc21

Standard InChI:  InChI=1S/C15H12N2O3/c1-16-13(10-5-3-2-4-6-10)9-12-14(16)7-11(17(19)20)8-15(12)18/h2-9,18H,1H3

Standard InChI Key:  KTTUBPAYUIHUTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.4817  -15.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4808  -16.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1947  -16.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1933  -14.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9077  -15.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9120  -16.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6979  -16.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1794  -15.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6910  -14.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0014  -15.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4169  -16.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2408  -16.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6502  -15.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2297  -14.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4072  -14.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1913  -13.9898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7659  -16.4631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0523  -16.0496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7646  -17.2878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9568  -17.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  5  6  1  0
 10 11  2  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
  5  4  2  0
  4 16  1  0
  6  7  1  0
  2 17  1  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 17 19  2  0
  9  5  1  0
  7 20  1  0
M  CHG  2  17   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1819313

   1-Methyl-6-nitro-2-phenylindol-4-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 268.27

Molecular Weight (Monoisotopic): 268.0848

AlogP: 3.46

#Rotatable Bonds: 2

Polar Surface Area: 68.30

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.48

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.57

Np Likeness Score: -0.52

References

1. Kokurkina GV, Dutov MD, Shevelev SA, Popkov SV, Zakharov AV, Poroikov VV..  (2011)  Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles.,  46  (9): [PMID:21802177] [10.1016/j.ejmech.2011.07.008]

Source

Source(1):

• Scientific Literature