ID: ALA2251796

Max Phase: Preclinical

Molecular Formula: C21H21N3O5

Molecular Weight: 395.42

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CO/N=C(/C(=O)OC)c1ccccc1COc1cc(-c2ccccc2O)nn1C

Standard InChI:  InChI=1S/C21H21N3O5/c1-24-19(12-17(22-24)16-10-6-7-11-18(16)25)29-13-14-8-4-5-9-15(14)20(23-28-3)21(26)27-2/h4-12,25H,13H2,1-3H3/b23-20+

Standard InChI Key:  PDLAARBCVJBPAY-BSYVCWPDSA-N

Associated Targets(non-human)

Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial 4 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Succinate-ubiquinone oxidoreductase 9 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cytochrome b 15 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: 395.42Molecular Weight (Monoisotopic): 395.1481AlogP: 2.90#Rotatable Bonds: 7
Polar Surface Area: 95.17Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: 0HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 9.04CX Basic pKa: 1.99CX LogP: 4.07CX LogD: 4.06
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.38Np Likeness Score: -0.32

References

1. Zhao PL, Wang L, Zhu XL, Huang X, Zhan CG, Wu JW, Yang GF..  (2010)  Subnanomolar inhibitor of cytochrome bc1 complex designed by optimizing interaction with conformationally flexible residues.,  132  (1): [PMID:19928849] [10.1021/ja905756c]

Source