ID: ALA4084982

Max Phase: Preclinical

Molecular Formula: C16H18ClF3N4O4S

Molecular Weight: 418.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cl.NCc1cc(Oc2cccc(C(=O)NCCS(N)(=O)=O)c2)nc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C16H17F3N4O4S.ClH/c17-16(18,19)13-6-10(9-20)7-14(23-13)27-12-3-1-2-11(8-12)15(24)22-4-5-28(21,25)26;/h1-3,6-8H,4-5,9,20H2,(H,22,24)(H2,21,25,26);1H

Standard InChI Key:  PBQQCWFMEJRCCE-UHFFFAOYSA-N

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

Properties

Molecular Weight: 418.40

Molecular Weight (Monoisotopic): 418.0923

AlogP: 1.37

#Rotatable Bonds: 7

Polar Surface Area: 137.40

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.51

CX Basic pKa: 8.84

CX LogP: 0.76

CX LogD: -0.69

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -1.61

References

1. Rowbottom MW, Bain G, Calderon I, Lasof T, Lonergan D, Lai A, Huang F, Darlington J, Prodanovich P, Santini AM, King CD, Goulet L, Shannon KE, Ma GL, Nguyen K, MacKenna DA, Evans JF, Hutchinson JH..  (2017)  Identification of 4-(Aminomethyl)-6-(trifluoromethyl)-2-(phenoxy)pyridine Derivatives as Potent, Selective, and Orally Efficacious Inhibitors of the Copper-Dependent Amine Oxidase, Lysyl Oxidase-Like 2 (LOXL2).,  60  (10): [PMID:28471663] [10.1021/acs.jmedchem.7b00345]

2.  (2017)  Fluorinated lysyl oxidase-like 2 inhibitors and uses thereof, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data