5-((Benzyl(2-carboxyethyl)amino)methyl)-3-hydroxy-2-methylisonicotinic acid

ID: ALA2376125

Chembl Id: CHEMBL2376125

PubChem CID: 54592041

Max Phase: Preclinical

Molecular Formula: C18H20N2O5

Molecular Weight: 344.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(CN(CCC(=O)O)Cc2ccccc2)c(C(=O)O)c1O

Standard InChI:  InChI=1S/C18H20N2O5/c1-12-17(23)16(18(24)25)14(9-19-12)11-20(8-7-15(21)22)10-13-5-3-2-4-6-13/h2-6,9,23H,7-8,10-11H2,1H3,(H,21,22)(H,24,25)

Standard InChI Key:  ZZWSOWIDCJGWGX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2376125

   5-[[Benzyl(2-carboxyethyl)amino]methyl]-3-hydroxy-2-methylpyridine-4-carboxylic acid

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: 344.37

Molecular Weight (Monoisotopic): 344.1372

AlogP: 2.27

#Rotatable Bonds: 8

Polar Surface Area: 110.96

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.59

CX Basic pKa: 7.88

CX LogP: -0.74

CX LogD: -3.96

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: -0.53

References

1. Jung KY, Cho JH, Lee JS, Kim HJ, Kim YC..  (2013)  Synthesis and structure-activity relationships of carboxylic acid derivatives of pyridoxal as P2X receptor antagonists.,  21  (9): [PMID:23510563] [10.1016/j.bmc.2013.01.073]

Source

Source(1):

• Scientific Literature