7-(3'-cyano-phenyl)-6,9-dihydro-3H-pyrrolo[3,2-f]quinolin-9-one

ID: ALA204771

PubChem CID: 11594403

Max Phase: Preclinical

Molecular Formula: C18H11N3O

Molecular Weight: 285.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(-c2cc(O)c3c(ccc4[nH]ccc43)n2)c1

Standard InChI:  InChI=1S/C18H11N3O/c19-10-11-2-1-3-12(8-11)16-9-17(22)18-13-6-7-20-14(13)4-5-15(18)21-16/h1-9,20H,(H,21,22)

Standard InChI Key:  JVMJHFWBOIZHIT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    6.6323  -15.3517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0448  -14.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6323  -13.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8073  -13.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3948  -14.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698  -14.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573  -15.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698  -16.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3948  -16.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8073  -15.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513  -15.1794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167  -14.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623  -14.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3948  -13.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8698  -14.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2823  -13.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1073  -13.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5198  -14.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1073  -15.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2823  -15.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5198  -13.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9323  -12.4925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
 12 13  2  0
 11 13  1  0
  6 12  1  0
  7 11  1  0
  4 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 15 20  1  0
 21 22  3  0
 17 21  1  0
  2 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA204771

   3-(9-Oxo-3,6-dihydropyrrolo[3,2-f]quinolin-7-yl)benzonitrile

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: 285.31

Molecular Weight (Monoisotopic): 285.0902

AlogP: 3.96

#Rotatable Bonds: 1

Polar Surface Area: 72.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.42

CX Basic pKa: 0.88

CX LogP: 3.82

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: -0.72

References

1. Gasparotto V, Castagliuolo I, Chiarelotto G, Pezzi V, Montanaro D, Brun P, Palù G, Viola G, Ferlin MG..  (2006)  Synthesis and biological activity of 7-phenyl-6,9-dihydro-3H-pyrrolo[3,2-f]quinolin-9-ones: a new class of antimitotic agents devoid of aromatase activity.,  49  (6): [PMID:16539377] [10.1021/jm0510676]

Source

Source(1):

• Scientific Literature