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

ID: ALA206175

PubChem CID: 11616257

Max Phase: Preclinical

Molecular Formula: C18H14N2O2

Molecular Weight: 290.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cc(O)c3c(ccc4[nH]ccc43)n2)c1

Standard InChI:  InChI=1S/C18H14N2O2/c1-22-12-4-2-3-11(9-12)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:  NTLHYFMNQFYYJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    1.1350  -13.0227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5469  -12.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350  -11.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3112  -11.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008  -12.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9246  -12.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3365  -13.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9246  -13.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008  -13.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3112  -13.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414  -12.8506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769  -11.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2261  -12.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1008  -10.8822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3708  -12.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7827  -11.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066  -11.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185  -12.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6066  -13.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7827  -13.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185  -10.8822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423  -10.8822    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
 21 22  1  0
 17 21  1  0
  2 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA206175

   7-(3-Methoxyphenyl)-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: 290.32

Molecular Weight (Monoisotopic): 290.1055

AlogP: 4.10

#Rotatable Bonds: 2

Polar Surface Area: 58.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.27

CX Basic pKa: 0.87

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: -0.29

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