2-(3-(methylcarbamoyl)guanidino)-N-(3-(trifluoromethyl)phenyl)acetamide 2,2,2-trifluoroacetic acid

ID: ALA5267352

Chembl Id: CHEMBL5267352

Max Phase: Preclinical

Molecular Formula: C14H15F6N5O4

Molecular Weight: 317.27

Associated Items:

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCC(=O)Nc1cccc(C(F)(F)F)c1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C12H14F3N5O2.C2HF3O2/c1-17-11(22)20-10(16)18-6-9(21)19-8-4-2-3-7(5-8)12(13,14)15;3-2(4,5)1(6)7/h2-5H,6H2,1H3,(H,19,21)(H4,16,17,18,20,22);(H,6,7)

Standard InChI Key:  YNCGRKJFZYSNRE-UHFFFAOYSA-N

Associated Targets(Human)

CHIT1 Tchem Chitinase 1 (199 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

chiB Chitinase B (90 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 317.27Molecular Weight (Monoisotopic): 317.1100AlogP: 1.10#Rotatable Bonds: 3
Polar Surface Area: 106.11Molecular Species: BASEHBA: 3HBD: 5
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 11.52CX Basic pKa: 8.66CX LogP: 0.65CX LogD: -0.60
Aromatic Rings: 1Heavy Atoms: 22QED Weighted: 0.43Np Likeness Score: -1.68

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