2-(3-aminopropoxy)-N-(4-(3-aminopropoxy)benzyl)-N-(6-(4-hydroxyphenoxy)benzo[d]thiazol-2-yl)benzamide

ID: ALA558737

Chembl Id: CHEMBL558737

PubChem CID: 45267311

Max Phase: Preclinical

Molecular Formula: C33H34N4O5S

Molecular Weight: 598.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCOc1ccc(CN(C(=O)c2ccccc2OCCCN)c2nc3ccc(Oc4ccc(O)cc4)cc3s2)cc1

Standard InChI:  InChI=1S/C33H34N4O5S/c34-17-3-19-40-25-11-7-23(8-12-25)22-37(32(39)28-5-1-2-6-30(28)41-20-4-18-35)33-36-29-16-15-27(21-31(29)43-33)42-26-13-9-24(38)10-14-26/h1-2,5-16,21,38H,3-4,17-20,22,34-35H2

Standard InChI Key:  KYJPZMYERDBBNY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA558737

   2-(3-aminopropoxy)-N-(4-(3-aminopropoxy)benzyl)-N-(6-(4-hydroxyphenoxy)benzo[d]thiazol-2-yl)benzamide

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: 598.73

Molecular Weight (Monoisotopic): 598.2250

AlogP: 6.10

#Rotatable Bonds: 14

Polar Surface Area: 133.16

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.36

CX Basic pKa: 10.35

CX LogP: 4.00

CX LogD: 0.14

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.13

Np Likeness Score: -1.23

References

1. Duggan PJ, Lewis RJ, Phei Lok Y, Lumsden NG, Tuck KL, Yang A..  (2009)  Low molecular weight non-peptide mimics of omega-conotoxin GVIA.,  19  (10): [PMID:19362476] [10.1016/j.bmcl.2009.03.130]

2. Sairaman A, Cardoso FC, Bispat A, Lewis RJ, Duggan PJ, Tuck KL..  (2018)  Synthesis and evaluation of aminobenzothiazoles as blockers of N- and T-type calcium channels.,  26  (11): [PMID:29622412] [10.1016/j.bmc.2018.03.031]

Source

Source(1):

• Scientific Literature