2-(3-(methylcarbamoyl)guanidino)-N-(4-nitrophenyl)acetamide 2,2,2-trifluoroacetic acid

ID: ALA5289869

Chembl Id: CHEMBL5289869

Max Phase: Preclinical

Molecular Formula: C13H15F3N6O6

Molecular Weight: 294.27

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCC(=O)Nc1ccc([N+](=O)[O-])cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C11H14N6O4.C2HF3O2/c1-13-11(19)16-10(12)14-6-9(18)15-7-2-4-8(5-3-7)17(20)21;3-2(4,5)1(6)7/h2-5H,6H2,1H3,(H,15,18)(H4,12,13,14,16,19);(H,6,7)

Standard InChI Key:  HXHCJHYPNJWBOI-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: 294.27

Molecular Weight (Monoisotopic): 294.1077

AlogP: -0.01

#Rotatable Bonds: 4

Polar Surface Area: 149.25

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.35

CX Basic pKa: 8.71

CX LogP: -0.29

CX LogD: -1.58

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.23

Np Likeness Score: -1.63

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