ID: ALA3824213

Max Phase: Preclinical

Molecular Formula: C22H18Cl2N2O4

Molecular Weight: 445.30

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CCC(=O)Nc1cc(Cl)c(Oc2ccc(O)c(-c3ccc(C(N)=O)cc3)c2)c(Cl)c1

Standard InChI:  InChI=1S/C22H18Cl2N2O4/c1-2-20(28)26-14-9-17(23)21(18(24)10-14)30-15-7-8-19(27)16(11-15)12-3-5-13(6-4-12)22(25)29/h3-11,27H,2H2,1H3,(H2,25,29)(H,26,28)

Standard InChI Key:  PKFMISFXTVJIPA-UHFFFAOYSA-N

Associated Targets(Human)

EPHX2 Tchem Epoxide hydratase (3844 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EPHX1 Tchem Epoxide hydrolase 1 (644 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver microsome (8277 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

GH3 (79 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: 445.30Molecular Weight (Monoisotopic): 444.0644AlogP: 5.61#Rotatable Bonds: 6
Polar Surface Area: 101.65Molecular Species: NEUTRALHBA: 4HBD: 3
#RO5 Violations: 1HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 9.32CX Basic pKa: CX LogP: 4.81CX LogD: 4.81
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.46Np Likeness Score: -0.79

References

1. Kitamura S, Hvorecny KL, Niu J, Hammock BD, Madden DR, Morisseau C..  (2016)  Rational Design of Potent and Selective Inhibitors of an Epoxide Hydrolase Virulence Factor from Pseudomonas aeruginosa.,  59  (10): [PMID:27120257] [10.1021/acs.jmedchem.6b00173]

Source