3-methyl-7-nitro-2-phenyl-1H-indol-4-ol

ID: ALA1819317

PubChem CID: 56661757

Max Phase: Preclinical

Molecular Formula: C15H12N2O3

Molecular Weight: 268.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccccc2)[nH]c2c([N+](=O)[O-])ccc(O)c12

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

Standard InChI Key:  DDMAJPRNEXYVJM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.5679    1.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5670    0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2809    0.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2795    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9939    1.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9982    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7841    0.1955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2657    0.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7772    1.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0876    0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5031    0.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3270    0.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7365    0.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3160    1.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4934    1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0280    2.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2820   -0.7970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5684   -1.2103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9968   -1.2085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2776    2.5042    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
  3 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  2  0
 17 19  1  0
  9  5  1  0
  4 20  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1819317

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

#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: 6.73

CX Basic pKa: ┄

CX LogP: 3.79

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: -0.32

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