ID: ALA202412

Max Phase: Preclinical

Molecular Formula: C23H20ClNO3S

Molecular Weight: 425.94

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)c1c(Cl)sc2nc(O)c(-c3cccc(Oc4ccccc4)c3)c(O)c12

Standard InChI:  InChI=1S/C23H20ClNO3S/c1-23(2,3)18-17-19(26)16(21(27)25-22(17)29-20(18)24)13-8-7-11-15(12-13)28-14-9-5-4-6-10-14/h4-12H,1-3H3,(H2,25,26,27)

Standard InChI Key:  CWGAZNHTIHKZLF-UHFFFAOYSA-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: 425.94

Molecular Weight (Monoisotopic): 425.0852

AlogP: 7.12

#Rotatable Bonds: 3

Polar Surface Area: 62.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.36

CX Basic pKa:

CX LogP: 7.45

CX LogD: 7.44

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: -0.48

References

1. Buchstaller HP, Siebert CD, Steinmetz R, Frank I, Berger ML, Gottschlich R, Leibrock J, Krug M, Steinhilber D, Noe CR..  (2006)  Synthesis of thieno[2,3-b]pyridinones acting as cytoprotectants and as inhibitors of [3H]glycine binding to the N-methyl-D-aspartate (NMDA) receptor.,  49  (3): [PMID:16451052] [10.1021/jm0503493]

Source

Source(1):

• Scientific Literature