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

ID: ALA392817

PubChem CID: 23634554

Max Phase: Preclinical

Molecular Formula: C18H14N2O

Molecular Weight: 274.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ccc2c3c(=O)cc(-c4ccccc4)[nH]c3ccc21

Standard InChI:  InChI=1S/C18H14N2O/c1-20-10-9-13-16(20)8-7-14-18(13)17(21)11-15(19-14)12-5-3-2-4-6-12/h2-11H,1H3,(H,19,21)

Standard InChI Key:  XQFRPDSORQLFBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   -5.3484   -0.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3496   -0.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6332   -1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153   -0.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9181   -0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6350    0.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2036    0.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4848   -0.0371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887    1.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2073    1.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890    2.4404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756    1.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7793    0.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0681   -0.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525    0.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0645    1.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2581    1.7444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0715    2.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8879    2.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658    1.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  9  1  0
  9 10  1  0
  2  3  1  0
  9 11  2  0
  5  6  2  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  5  7  1  0
 14 15  2  0
 15 17  1  0
 16 12  1  0
 16 17  2  0
  7  8  1  0
  3  4  2  0
  4  5  1  0
  7 10  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
  8 13  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA392817

   3-methyl-7-phenyl-6H-pyrrolo[3,2-f]quinolin-9-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: 274.32

Molecular Weight (Monoisotopic): 274.1106

AlogP: 3.69

#Rotatable Bonds: 1

Polar Surface Area: 37.79

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.49

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.56

Np Likeness Score: -0.34

References

1. Gasparotto V, Castagliuolo I, Ferlin MG..  (2007)  3-substituted 7-phenyl-pyrroloquinolinones show potent cytotoxic activity in human cancer cell lines.,  50  (22): [PMID:17915851] [10.1021/jm070534b]

Source

Source(1):

• Scientific Literature