ID: ALA4101132

Max Phase: Preclinical

Molecular Formula: C12H7NO2S

Molecular Weight: 229.26

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Nc1cc2c(s1)C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C12H7NO2S/c13-9-5-8-10(14)6-3-1-2-4-7(6)11(15)12(8)16-9/h1-5H,13H2

Standard InChI Key:  VQYIBJUQZQBLRG-UHFFFAOYSA-N

Associated Targets(Human)

HaCaT 4069 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

NADPH--cytochrome P450 reductase 112 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Quinone reductase 1 1746 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: 229.26Molecular Weight (Monoisotopic): 229.0197AlogP: 2.11#Rotatable Bonds: 0
Polar Surface Area: 60.16Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: 0HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: CX LogP: 2.17CX LogD: 2.17
Aromatic Rings: 2Heavy Atoms: 16QED Weighted: 0.64Np Likeness Score: 0.22

References

1. Basoglu A, Dirkmann S, Zahedi Golpayegani N, Vortherms S, Tentrop J, Nowottnik D, Prinz H, Fröhlich R, Müller K..  (2017)  Oxadiazole-substituted naphtho[2,3-b]thiophene-4,9-diones as potent inhibitors of keratinocyte hyperproliferation. Structure-activity relationships of the tricyclic quinone skeleton and the oxadiazole substituent.,  134  [PMID:28410493] [10.1016/j.ejmech.2017.03.084]

Source