6-Chloro-1-(3-chloro-phenyl)-3-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol hydrobromide

ID: ALA541585

Chembl Id: CHEMBL541585

PubChem CID: 11957697

Max Phase: Preclinical

Molecular Formula: C17H18BrCl2NO2

Molecular Weight: 338.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SKF-83565 hydrobromide | SKF 83565 hydrobromide|SKF-83565 hydrobromide|EU-0101117|CHEMBL541585|NCGC00094387-01|S 3191|SR-01000076130|SR-01000076130-2|6-chloro-1-(3-chlorophenyl)-7,8-dihydroxy-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

Canonical SMILES:  Br.CN1CCc2c(cc(O)c(O)c2Cl)C(c2cccc(Cl)c2)C1

Standard InChI:  InChI=1S/C17H17Cl2NO2.BrH/c1-20-6-5-12-13(8-15(21)17(22)16(12)19)14(9-20)10-3-2-4-11(18)7-10;/h2-4,7-8,14,21-22H,5-6,9H2,1H3;1H

Standard InChI Key:  QEWVKGGLZQAOKJ-UHFFFAOYSA-N

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: 338.23

Molecular Weight (Monoisotopic): 337.0636

AlogP: 4.02

#Rotatable Bonds: 1

Polar Surface Area: 43.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.52

CX Basic pKa: 7.56

CX LogP: 3.90

CX LogD: 3.72

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: 0.22

References

1. Pfeiffer FR, Wilson JW, Weinstock J, Kuo GY, Chambers PA, Holden KG, Hahn RA, Wardell JR, Tobia AJ, Setler PE, Sarau HM..  (1982)  Dopaminergic activity of substituted 6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines.,  25  (4): [PMID:7069713] [10.1021/jm00346a005]

2. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

3. Yuan J, Johnson RL, Huang R, Wichterman J, Jiang H, Hayton K, Fidock DA, Wellems TE, Inglese J, Austin CP, Su XZ..  (2009)  Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.,  5  (10): [PMID:19734910] [10.1038/nchembio.215]

4. PubChem BioAssay data set, 

5. Stevens M, Abdeen S, Salim N, Ray AM, Washburn A, Chitre S, Sivinski J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2019)  HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.,  29  (9): [PMID:30852084] [10.1016/j.bmcl.2019.02.028]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays