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

ID: ALA205825

PubChem CID: 44408844

Max Phase: Preclinical

Molecular Formula: C11H8N2O

Molecular Weight: 184.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccnc2ccc3[nH]ccc3c12

Standard InChI:  InChI=1S/C11H8N2O/c14-10-4-6-13-9-2-1-8-7(11(9)10)3-5-12-8/h1-6,12H,(H,13,14)

Standard InChI Key:  XRAJSCDQISHBOE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 16  0  0  0  0  0  0  0  0999 V2000
    1.7601   -9.8994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3476  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601  -11.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851  -11.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9976  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2351   -9.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226   -9.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9976   -9.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -9.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411  -10.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756  -11.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259  -10.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9976  -12.0428    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA205825

   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: 184.20

Molecular Weight (Monoisotopic): 184.0637

AlogP: 2.42

#Rotatable Bonds: ┄

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: 10.33

CX Basic pKa: 1.33

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 3

Heavy Atoms: 14

QED Weighted: 0.56

Np Likeness Score: 0.38

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