2-(3-(methylcarbamoyl)guanidino)-N-phenylacetamide 2,2,2-trifluoroacetic acid

ID: ALA5287747

Chembl Id: CHEMBL5287747

Max Phase: Preclinical

Molecular Formula: C13H16F3N5O4

Molecular Weight: 249.27

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCC(=O)Nc1ccccc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C11H15N5O2.C2HF3O2/c1-13-11(18)16-10(12)14-7-9(17)15-8-5-3-2-4-6-8;3-2(4,5)1(6)7/h2-6H,7H2,1H3,(H,15,17)(H4,12,13,14,16,18);(H,6,7)

Standard InChI Key:  YWLIFBXIMXDDON-UHFFFAOYSA-N

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: 249.27

Molecular Weight (Monoisotopic): 249.1226

AlogP: 0.08

#Rotatable Bonds: 3

Polar Surface Area: 106.11

Molecular Species: BASE

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.37

CX Basic pKa: 9.04

CX LogP: -0.23

CX LogD: -1.81

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.39

Np Likeness Score: -1.33

References

1. Zhao Z, Li F, Chen W, Yang Q, Lu H, Zhang J..  (2023)  Discovery of aromatic 2-(3-(methylcarbamoyl) guanidino)-N-aylacetamides as highly potent chitinase inhibitors.,  80  [PMID:36709570] [10.1016/j.bmc.2023.117172]

Source

Source(1):

• Scientific Literature