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

ID: ALA204143

PubChem CID: 11514615

Max Phase: Preclinical

Molecular Formula: C17H13N3O

Molecular Weight: 275.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cccc(-c2cc(O)c3c(ccc4[nH]ccc43)n2)c1

Standard InChI:  InChI=1S/C17H13N3O/c18-11-3-1-2-10(8-11)15-9-16(21)17-12-6-7-19-13(12)4-5-14(17)20-15/h1-9,19H,18H2,(H,20,21)

Standard InChI Key:  HMCBVGYLCYVQHH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    1.9554  -11.7753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673  -11.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9554  -10.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315  -10.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7196  -11.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043  -11.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5162  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043  -12.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7196  -12.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211  -11.6031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566  -10.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058  -10.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7196   -9.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1911  -11.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6031  -10.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269  -10.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388  -11.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6031  -11.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388   -9.6349    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
 17 21  1  0
  2 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA204143

   7-(3-Aminophenyl)-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: 275.31

Molecular Weight (Monoisotopic): 275.1059

AlogP: 3.67

#Rotatable Bonds: 1

Polar Surface Area: 74.93

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.27

CX Basic pKa: 3.79

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.46

Np Likeness Score: -0.27

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