3-methyl-5-nitro-2-phenyl-1H-indol-7-ol

ID: ALA1819316

PubChem CID: 56665193

Max Phase: Preclinical

Molecular Formula: C15H12N2O3

Molecular Weight: 268.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccccc2)[nH]c2c(O)cc([N+](=O)[O-])cc12

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

Standard InChI Key:  KEGBNTQQKKEAHI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    4.1423    1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1414    0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8553    0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8539    1.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5683    1.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5725    0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3585    0.3711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8401    1.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3516    1.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6621    1.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0775    0.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9014    0.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3109    1.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8904    1.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0679    1.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024    2.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4283    1.8568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287    2.6815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    1.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564   -0.6215    0.0000 O   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
  9 16  1  0
  6  7  1  0
  1 17  1  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 17 19  2  0
  9  5  1  0
  3 20  1  0
M  CHG  2  17   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1819316

   3-methyl-5-nitro-2-phenyl-1H-indol-7-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: 3.76

#Rotatable Bonds: 2

Polar Surface Area: 79.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.71

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: -0.33

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