2-(m-methoxyphenyl)pyrrol[2,3-h]quinolin-4-one

ID: ALA2442766

PubChem CID: 73357190

Max Phase: Preclinical

Molecular Formula: C18H12N2O2

Molecular Weight: 288.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C2=CC(=O)c3ccc4c(c3=N2)=CC=N4)c1

Standard InChI:  InChI=1S/C18H12N2O2/c1-22-12-4-2-3-11(9-12)16-10-17(21)14-5-6-15-13(7-8-19-15)18(14)20-16/h2-10H,1H3

Standard InChI Key:  KDWQDJCWTDPTRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   13.2931  -12.3388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0022  -11.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0022  -11.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2931  -10.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5840  -11.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8790  -10.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1699  -11.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1699  -11.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8790  -12.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5840  -11.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5635  -12.4781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7083  -13.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8937  -13.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2931   -9.8872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7071  -12.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4162  -11.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1253  -12.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1253  -13.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4162  -13.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7071  -13.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8344  -11.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5394  -12.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  1 10  2  0
  5 10  1  0
 12 13  1  0
 11 13  2  0
  8 11  1  0
  9 12  2  0
  4 14  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  1  0
 17 21  1  0
  2 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2442766

   2-(3-Methoxyphenyl)pyrrolo[2,3-h]quinolin-4-one

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: 288.31

Molecular Weight (Monoisotopic): 288.0899

AlogP: 2.05

#Rotatable Bonds: 2

Polar Surface Area: 51.02

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.70

CX LogP: 1.99

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.85

Np Likeness Score: 0.56

References

1. Ferlin MG, Carta D, Bortolozzi R, Ghodsi R, Chimento A, Pezzi V, Moro S, Hanke N, Hartmann RW, Basso G, Viola G..  (2013)  Design, synthesis, and structure-activity relationships of azolylmethylpyrroloquinolines as nonsteroidal aromatase inhibitors.,  56  (19): [PMID:24025069] [10.1021/jm400377z]

Source

Source(1):

• Scientific Literature