Ethyl 8-Fluoro-6-(4-fluorophenyl)-4H-imidazo[1,5-a]-[1,4]benzodiazepine-3-carboxylate

ID: ALA2170373

Chembl Id: CHEMBL2170373

PubChem CID: 53465606

Max Phase: Preclinical

Molecular Formula: C20H15F2N3O2

Molecular Weight: 367.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ncn2c1CN=C(c1ccc(F)cc1)c1cc(F)ccc1-2

Standard InChI:  InChI=1S/C20H15F2N3O2/c1-2-27-20(26)19-17-10-23-18(12-3-5-13(21)6-4-12)15-9-14(22)7-8-16(15)25(17)11-24-19/h3-9,11H,2,10H2,1H3

Standard InChI Key:  GJGYQBVUXZXJSO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2170373

   ethyl 8-fluoro-6-(4-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

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: 367.36

Molecular Weight (Monoisotopic): 367.1132

AlogP: 3.68

#Rotatable Bonds: 3

Polar Surface Area: 56.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.20

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -0.75

References

1. Anzini M, Valenti S, Braile C, Cappelli A, Vomero S, Alcaro S, Ortuso F, Marinelli L, Limongelli V, Novellino E, Betti L, Giannaccini G, Lucacchini A, Daniele S, Martini C, Ghelardini C, Di Cesare Mannelli L, Giorgi G, Mascia MP, Biggio G..  (2011)  New insight into the central benzodiazepine receptor-ligand interactions: design, synthesis, biological evaluation, and molecular modeling of 3-substituted 6-phenyl-4H-imidazo[1,5-a][1,4]benzodiazepines and related compounds.,  54  (16): [PMID:21751815] [10.1021/jm2001597]

Source

Source(1):

• Scientific Literature