8-Chloro-6-(4-phenethyl-piperazin-1-yl)-11H-benzo[e]pyrido[3,2-b][1,4]diazepine

ID: ALA436274

Chembl Id: CHEMBL436274

PubChem CID: 11058829

Max Phase: Preclinical

Molecular Formula: C24H24ClN5

Molecular Weight: 417.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)C(N1CCN(CCc3ccccc3)CC1)=Nc1cccnc1N2

Standard InChI:  InChI=1S/C24H24ClN5/c25-19-8-9-21-20(17-19)24(28-22-7-4-11-26-23(22)27-21)30-15-13-29(14-16-30)12-10-18-5-2-1-3-6-18/h1-9,11,17H,10,12-16H2,(H,26,27)

Standard InChI Key:  OGHDWFXSMLKLNB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA436274

   8-chloro-6-[4-(2-phenylethyl)piperazin-1-yl]-11H-pyrido[2,3-b][1,4]benzodiazepine

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: 417.94

Molecular Weight (Monoisotopic): 417.1720

AlogP: 4.73

#Rotatable Bonds: 3

Polar Surface Area: 43.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.59

CX Basic pKa: 8.16

CX LogP: 4.79

CX LogD: 3.69

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -0.92

References

1. Liégeois JF, Eyrolles L, Ellenbroek BA, Lejeune C, Carato P, Bruhwyler J, Géczy J, Damas J, Delarge J..  (2002)  New pyridobenzodiazepine derivatives: modifications of the basic side chain differentially modulate binding to dopamine (D(4.2), D(2L)) and serotonin (5-HT(2A)) receptors.,  45  (23): [PMID:12408724] [10.1021/jm0104825]

2. Giorgioni G, Del Bello F, Pavletić P, Quaglia W, Botticelli L, Cifani C, Micioni Di Bonaventura E, Micioni Di Bonaventura MV, Piergentili A..  (2021)  Recent findings leading to the discovery of selective dopamine D₄ receptor ligands for the treatment of widespread diseases.,  212  [PMID:33422983] [10.1016/j.ejmech.2020.113141]

Source

Source(1):

• Scientific Literature