(4-(6-chlorobenzo[d]thiazol-2-yl)-1,4-diazepan-1-yl)(2,6-dimethoxyphenyl)methanone

ID: ALA3586412

Chembl Id: CHEMBL3586412

PubChem CID: 2796191

Max Phase: Preclinical

Molecular Formula: C21H22ClN3O3S

Molecular Weight: 431.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(OC)c1C(=O)N1CCCN(c2nc3ccc(Cl)cc3s2)CC1

Standard InChI:  InChI=1S/C21H22ClN3O3S/c1-27-16-5-3-6-17(28-2)19(16)20(26)24-9-4-10-25(12-11-24)21-23-15-8-7-14(22)13-18(15)29-21/h3,5-8,13H,4,9-12H2,1-2H3

Standard InChI Key:  IWNLDQPKTBRWAF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3586412

   [4-(6-Chloro-1,3-benzothiazol-2-yl)-1,4-diazepan-1-yl]-(2,6-dimethoxyphenyl)methanone

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: 431.95

Molecular Weight (Monoisotopic): 431.1070

AlogP: 4.32

#Rotatable Bonds: 4

Polar Surface Area: 54.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.48

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -2.03

References

1. Letavic MA, Bonaventure P, Carruthers NI, Dugovic C, Koudriakova T, Lord B, Lovenberg TW, Ly KS, Mani NS, Nepomuceno D, Pippel DJ, Rizzolio M, Shelton JE, Shah CR, Shireman BT, Young LK, Yun S..  (2015)  Novel Octahydropyrrolo[3,4-c]pyrroles Are Selective Orexin-2 Antagonists: SAR Leading to a Clinical Candidate.,  58  (14): [PMID:26087021] [10.1021/acs.jmedchem.5b00742]

2. Roecker AJ, Cox CD, Coleman PJ..  (2016)  Orexin Receptor Antagonists: New Therapeutic Agents for the Treatment of Insomnia.,  59  (2): [PMID:26317591] [10.1021/acs.jmedchem.5b00832]

3. Sun S, Fu J..  (2018)  Methyl-containing pharmaceuticals: Methylation in drug design.,  28  (20.0): [PMID:30243589] [10.1016/j.bmcl.2018.09.016]

Source

Source(1):

• Scientific Literature