5-(4-(4-((2-carboxyethyl)carbamoyl)phenyl)-1H-1,2,3-triazol-1-yl)-2-hydroxybenzoic acid

ID: ALA5204662

Chembl Id: CHEMBL5204662

PubChem CID: 168296910

Max Phase: Preclinical

Molecular Formula: C19H16N4O6

Molecular Weight: 396.36

Names and Identifiers

Canonical SMILES:  O=C(O)CCNC(=O)c1ccc(-c2cn(-c3ccc(O)c(C(=O)O)c3)nn2)cc1

Standard InChI:  InChI=1S/C19H16N4O6/c24-16-6-5-13(9-14(16)19(28)29)23-10-15(21-22-23)11-1-3-12(4-2-11)18(27)20-8-7-17(25)26/h1-6,9-10,24H,7-8H2,(H,20,27)(H,25,26)(H,28,29)

Standard InChI Key:  IEQRLIKEMUPGKV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5204662

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 396.36

Molecular Weight (Monoisotopic): 396.1070

AlogP: 1.54

#Rotatable Bonds: 7

Polar Surface Area: 154.64

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.60

CX Basic pKa: ┄

CX LogP: 2.50

CX LogD: -4.05

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -1.24

References

1. Glas C, Naydenova E, Lechner S, Wössner N, Yang L, Dietschreit JCB, Sun H, Jung M, Kuster B, Ochsenfeld C, Bracher F..  (2022)  Development of hetero-triaryls as a new chemotype for subtype-selective and potent Sirt5 inhibition.,  240  [PMID:35853430] [10.1016/j.ejmech.2022.114594]

Source

Source(1):

• Scientific Literature