Ethyl 1-{6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]benzothiazol-2-ylthio}propanoate

ID: ALA2286227

Chembl Id: CHEMBL2286227

PubChem CID: 71660357

Max Phase: Preclinical

Molecular Formula: C16H15ClF2N4O3S2

Molecular Weight: 448.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(C)Sc1nc2cc(-n3nc(C)n(C(F)F)c3=O)c(Cl)cc2s1

Standard InChI:  InChI=1S/C16H15ClF2N4O3S2/c1-4-26-13(24)7(2)27-15-20-10-6-11(9(17)5-12(10)28-15)23-16(25)22(14(18)19)8(3)21-23/h5-7,14H,4H2,1-3H3

Standard InChI Key:  OHACCMNOCKGYOU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2286227

   Ethyl 2-[[6-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-1,3-benzothiazol-2-yl]sulfanyl]propanoate

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: 448.90

Molecular Weight (Monoisotopic): 448.0242

AlogP: 4.04

#Rotatable Bonds: 6

Polar Surface Area: 79.01

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 0.53

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -2.03

References

1. Zuo Y, Yang SG, Luo YP, Tan Y, Hao GF, Wu QY, Xi Z, Yang GF..  (2013)  Design and synthesis of 1-(benzothiazol-5-yl)-1H-1,2,4-triazol-5-ones as protoporphyrinogen oxidase inhibitors.,  21  (11): [PMID:23623257] [10.1016/j.bmc.2013.03.056]

Source

Source(1):

• Scientific Literature