Methyl 4-((3,5-dichloro-2-hydroxybenzyl)amino)-2-hydroxybenzoate

ID: ALA3792609

Chembl Id: CHEMBL3792609

PubChem CID: 90384478

Max Phase: Preclinical

Molecular Formula: C15H13Cl2NO4

Molecular Weight: 342.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(NCc2cc(Cl)cc(Cl)c2O)cc1O

Standard InChI:  InChI=1S/C15H13Cl2NO4/c1-22-15(21)11-3-2-10(6-13(11)19)18-7-8-4-9(16)5-12(17)14(8)20/h2-6,18-20H,7H2,1H3

Standard InChI Key:  UFLGJULNCAWRAI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3792609

   Methyl 4-[(3,5-dichloro-2-hydroxyphenyl)methylamino]-2-hydroxybenzoate

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: 342.18

Molecular Weight (Monoisotopic): 341.0222

AlogP: 3.80

#Rotatable Bonds: 4

Polar Surface Area: 78.79

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.15

CX Basic pKa: 1.96

CX LogP: 4.42

CX LogD: 3.99

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -0.70

References

1. Chen D, Zhao T, Ni K, Dai P, Yang L, Xu Y, Li F..  (2016)  Metabolic investigation on ZL006 for the discovery of a potent prodrug for the treatment of cerebral ischemia.,  26  (9): [PMID:27025341] [10.1016/j.bmcl.2016.03.074]

2. Ye H, Wu J, Liang Z, Zhang Y, Huang Z..  (2022)  Protein S-Nitrosation: Biochemistry, Identification, Molecular Mechanisms, and Therapeutic Applications.,  65  (8.0): [PMID:35412827] [10.1021/acs.jmedchem.1c02194]

Source

Source(1):

• Scientific Literature