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

ID: ALA380828

PubChem CID: 11694737

Max Phase: Preclinical

Molecular Formula: C18H14N2O

Molecular Weight: 274.32

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  OXGHRLCLLLRNSH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    4.3851  -12.4901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7970  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851  -11.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612  -11.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3255  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9135  -12.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3255  -13.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493  -13.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612  -12.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1087  -12.3179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7732  -11.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0240  -11.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493  -10.3497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6209  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0328  -11.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8566  -11.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2686  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8566  -12.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0328  -12.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2686  -10.3497    0.0000 C   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
 17 21  1  0
  2 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA380828

   7-(3-Methylphenyl)-3,6-dihydropyrrolo[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: 4.40

#Rotatable Bonds: 1

Polar Surface Area: 48.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.28

CX Basic pKa: 0.94

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.54

Np Likeness Score: -0.50

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