4-Methoxy-1-methyl-6-nitro-2-phenyl-1H-indole

ID: ALA1819312

PubChem CID: 54770699

Max Phase: Preclinical

Molecular Formula: C16H14N2O3

Molecular Weight: 282.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([N+](=O)[O-])cc2c1cc(-c1ccccc1)n2C

Standard InChI:  InChI=1S/C16H14N2O3/c1-17-14(11-6-4-3-5-7-11)10-13-15(17)8-12(18(19)20)9-16(13)21-2/h3-10H,1-2H3

Standard InChI Key:  WGLJHKIKTMMYCF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.4039  -14.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4030  -15.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169  -15.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1155  -13.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8298  -14.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8341  -15.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6200  -15.3811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1017  -14.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6132  -14.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9236  -14.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3391  -15.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1630  -15.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5724  -14.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1519  -13.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3294  -13.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1135  -13.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8267  -12.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6881  -15.5458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746  -15.1322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867  -16.3705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8789  -16.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 16 17  1  0
  7  8  1  0
  2 18  1  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
 18 20  2  0
  4  1  1  0
  7 21  1  0
M  CHG  2  18   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1819312

   4-Methoxy-1-methyl-6-nitro-2-phenylindole

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: 282.30

Molecular Weight (Monoisotopic): 282.1004

AlogP: 3.76

#Rotatable Bonds: 3

Polar Surface Area: 57.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -0.70

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