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

ID: ALA5282035

Chembl Id: CHEMBL5282035

Max Phase: Preclinical

Molecular Formula: C14H18F3N5O5

Molecular Weight: 279.30

Associated Items:

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCC(=O)Nc1ccccc1OC.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C12H17N5O3.C2HF3O2/c1-14-12(19)17-11(13)15-7-10(18)16-8-5-3-4-6-9(8)20-2;3-2(4,5)1(6)7/h3-6H,7H2,1-2H3,(H,16,18)(H4,13,14,15,17,19);(H,6,7)

Standard InChI Key:  RHMKWAMPMNHASD-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: 279.30Molecular Weight (Monoisotopic): 279.1331AlogP: 0.09#Rotatable Bonds: 4
Polar Surface Area: 115.34Molecular Species: BASEHBA: 4HBD: 5
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 11.29CX Basic pKa: 8.88CX LogP: -0.38CX LogD: -1.83
Aromatic Rings: 1Heavy Atoms: 20QED Weighted: 0.40Np Likeness Score: -1.28

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