5'-(2,6-Dichloro-4-propionamidophenoxy)-2'-hydroxy[1,1'-biphenyl]-4-carboxamide

ID: ALA3824213

Chembl Id: CHEMBL3824213

PubChem CID: 119025614

Max Phase: Preclinical

Molecular Formula: C22H18Cl2N2O4

Molecular Weight: 445.30

Molecule Type: Small molecule

Names and Identifiers

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

Alternative Forms

1. Parent:

   

   ALA3824213

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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

Calculated Properties

Molecular Weight: 445.30

Molecular Weight (Monoisotopic): 444.0644

AlogP: 5.61

#Rotatable Bonds: 6

Polar Surface Area: 101.65

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.32

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.46

Np 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

Source(1):

• Scientific Literature