ID: ALA202705

Max Phase: Preclinical

Molecular Formula: C25H22ClNO3S

Molecular Weight: 451.98

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Oc1nc2sc(Cl)c(C3CCCCC3)c2c(O)c1-c1cccc(Oc2ccccc2)c1

Standard InChI:  InChI=1S/C25H22ClNO3S/c26-23-19(15-8-3-1-4-9-15)21-22(28)20(24(29)27-25(21)31-23)16-10-7-13-18(14-16)30-17-11-5-2-6-12-17/h2,5-7,10-15H,1,3-4,8-9H2,(H2,27,28,29)

Standard InChI Key:  FCZVLCJHLGQCPR-UHFFFAOYSA-N

Associated Targets(non-human)

Glutamate NMDA receptor 6467 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

L cells 98 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 451.98Molecular Weight (Monoisotopic): 451.1009AlogP: 7.87#Rotatable Bonds: 4
Polar Surface Area: 62.58Molecular Species: NEUTRALHBA: 5HBD: 2
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 9.37CX Basic pKa: CX LogP: 8.02CX LogD: 8.01
Aromatic Rings: 4Heavy Atoms: 31QED Weighted: 0.33Np Likeness Score: -0.38

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