ID: ALA2348091

Max Phase: Preclinical

Molecular Formula: C15H13N3O3S2

Molecular Weight: 347.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)CCc1sc(/C=C2\NC(=O)CS2)nc1-c1ccccn1

Standard InChI:  InChI=1S/C15H13N3O3S2/c19-11-8-22-12(17-11)7-13-18-15(9-3-1-2-6-16-9)10(23-13)4-5-14(20)21/h1-3,6-7H,4-5,8H2,(H,17,19)(H,20,21)/b12-7+

Standard InChI Key:  FXCKSJPZDBQRLO-KPKJPENVSA-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

Properties

Molecular Weight: 347.42

Molecular Weight (Monoisotopic): 347.0398

AlogP: 2.38

#Rotatable Bonds: 5

Polar Surface Area: 92.18

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.32

CX Basic pKa: 0.88

CX LogP: 2.17

CX LogD: -0.78

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.66

References

1. Atobe M, Maekawara N, Ishiguro N, Sogame S, Suenaga Y, Kawanishi M, Suzuki H, Jinno N, Tanaka E, Miyoshi S..  (2013)  A series of thiazole derivatives bearing thiazolidin-4-one as non-competitive ADAMTS-5 (aggrecanase-2) inhibitors.,  23  (7): [PMID:23453070] [10.1016/j.bmcl.2013.01.121]

2. Sogame S, Suenaga Y, Atobe M, Kawanishi M, Tanaka E, Miyoshi S..  (2014)  Discovery of a benzimidazole series of ADAMTS-5 (aggrecanase-2) inhibitors by scaffold hopping.,  71  [PMID:24316668] [10.1016/j.ejmech.2013.10.075]

Source

Source(1):

• Scientific Literature