9-Chloro-7-(2-fluoro-phenyl)-5H-benzo[c]pyrimido[4,5-e]azepin-2-ylamine

ID: ALA41816

Chembl Id: CHEMBL41816

PubChem CID: 9862708

Max Phase: Preclinical

Molecular Formula: C18H12ClFN4

Molecular Weight: 338.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc2c(n1)-c1ccc(Cl)cc1C(c1ccccc1F)=NC2

Standard InChI:  InChI=1S/C18H12ClFN4/c19-11-5-6-12-14(7-11)17(13-3-1-2-4-15(13)20)22-8-10-9-23-18(21)24-16(10)12/h1-7,9H,8H2,(H2,21,23,24)

Standard InChI Key:  FBRAIVNJLBZIIY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA41816

   2-Amino-9-chloro-7-(2-fluorophenyl)-5H-pyrimido[5,4-d][2]benzazepine

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: 338.77

Molecular Weight (Monoisotopic): 338.0735

AlogP: 3.87

#Rotatable Bonds: 1

Polar Surface Area: 64.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.88

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.71

References

1. Trybulski EJ, Benjamin LE, Earley JV, Fryer RI, Gilman NW, Reeder E, Walser A, Davidson AB, Horst WD, Sepinwall J..  (1983)  2-benzazepines. 5. Synthesis of pyrimido[5,4-d][2]benzazepines and their evaluation as anxiolytic agents.,  26  (11): [PMID:6138436] [10.1021/jm00365a008]

2. Sells TB, Chau R, Ecsedy JA, Gershman RE, Hoar K, Huck J, Janowick DA, Kadambi VJ, LeRoy PJ, Stirling M, Stroud SG, Vos TJ, Weatherhead GS, Wysong DR, Zhang M, Balani SK, Bolen JB, Manfredi MG, Claiborne CF..  (2015)  MLN8054 and Alisertib (MLN8237): Discovery of Selective Oral Aurora A Inhibitors.,  6  (6): [PMID:26101564] [10.1021/ml500409n]

Source

Source(1):

• Scientific Literature