N-(2-(2-(4-chlorobenzylamino)-2-oxoethylthio)benzothiazol-6-yl)-2-methoxybenzamide

ID: ALA1668229

Chembl Id: CHEMBL1668229

PubChem CID: 51003476

Max Phase: Preclinical

Molecular Formula: C24H20ClN3O3S2

Molecular Weight: 498.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)Nc1ccc2nc(SCC(=O)NCc3ccc(Cl)cc3)sc2c1

Standard InChI:  InChI=1S/C24H20ClN3O3S2/c1-31-20-5-3-2-4-18(20)23(30)27-17-10-11-19-21(12-17)33-24(28-19)32-14-22(29)26-13-15-6-8-16(25)9-7-15/h2-12H,13-14H2,1H3,(H,26,29)(H,27,30)

Standard InChI Key:  YALJGMVALVXFNV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1668229

   N-[2-[2-[(4-chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3-benzothiazol-6-yl]-2-methoxybenzamide

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: 498.03

Molecular Weight (Monoisotopic): 497.0635

AlogP: 5.62

#Rotatable Bonds: 8

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.07

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -2.30

References

1. Wang Z, Shi XH, Wang J, Zhou T, Xu YZ, Huang TT, Li YF, Zhao YL, Yang L, Yang SY, Yu LT, Wei YQ..  (2011)  Synthesis, structure-activity relationships and preliminary antitumor evaluation of benzothiazole-2-thiol derivatives as novel apoptosis inducers.,  21  (4): [PMID:21262571] [10.1016/j.bmcl.2010.12.124]

2. de Siqueira LRP, de Moraes Gomes PAT, de Lima Ferreira LP, de Melo Rêgo MJB, Leite ACL..  (2019)  Multi-target compounds acting in cancer progression: Focus on thiosemicarbazone, thiazole and thiazolidinone analogues.,  170  [PMID:30904782] [10.1016/j.ejmech.2019.03.024]

3. Ammazzalorso A, Carradori S, Amoroso R, Fernández IF..  (2020)  2-substituted benzothiazoles as antiproliferative agents: Novel insights on structure-activity relationships.,  207  [PMID:32898763] [10.1016/j.ejmech.2020.112762]

Source

Source(1):

• Scientific Literature