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

ID: ALA203847

PubChem CID: 11609770

Max Phase: Preclinical

Molecular Formula: C17H11BrN2O

Molecular Weight: 339.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(-c2cccc(Br)c2)nc2ccc3[nH]ccc3c12

Standard InChI:  InChI=1S/C17H11BrN2O/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,(H,20,21)

Standard InChI Key:  CLAABRHZHDSRBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    3.9267  -11.8077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386  -11.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267  -10.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1029  -10.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6909  -11.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671  -11.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552  -11.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671  -12.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6909  -12.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1029  -11.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6461  -11.6356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148  -10.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614  -10.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6909   -9.6673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1625  -11.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5744  -10.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3983  -10.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8102  -11.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3983  -11.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5744  -11.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8102   -9.6673    0.0000 Br  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:

   

   ALA203847

   7-(3-Bromophenyl)-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: 339.19

Molecular Weight (Monoisotopic): 338.0055

AlogP: 4.85

#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: 10.27

CX Basic pKa: 0.10

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.52

Np Likeness Score: -0.44

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]

2. Cescon E, Bolcato G, Federico S, Bissaro M, Valentini A, Ferlin MG, Spalluto G, Sturlese M, Moro S..  (2020)  Scaffold Repurposing of in-House Chemical Library toward the Identification of New Casein Kinase 1 δ Inhibitors.,  11  (6): [PMID:32550997] [10.1021/acsmedchemlett.0c00028]

Source

Source(1):

• Scientific Literature