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

ID: ALA2170369

Chembl Id: CHEMBL2170369

PubChem CID: 71455183

Max Phase: Preclinical

Molecular Formula: C20H16ClN3O2

Molecular Weight: 365.82

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ro-229735 | CHEMBL2170369|Ro-229735

Canonical SMILES:  CCOC(=O)c1ncn2c1CN=C(c1ccc(Cl)cc1)c1ccccc1-2

Standard InChI:  InChI=1S/C20H16ClN3O2/c1-2-26-20(25)19-17-11-22-18(13-7-9-14(21)10-8-13)15-5-3-4-6-16(15)24(17)12-23-19/h3-10,12H,2,11H2,1H3

Standard InChI Key:  VBEIJFCSFKWFID-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2170369

   ethyl 6-(4-chlorophenyl)-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: 365.82

Molecular Weight (Monoisotopic): 365.0931

AlogP: 4.05

#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: 4.64

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -0.62

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