ID: ALA2442782

Max Phase: Preclinical

Molecular Formula: C15H22N2O4

Molecular Weight: 294.35

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Cc1cccc(NC(=O)C[C@H]2N[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)c1

Standard InChI:  InChI=1S/C15H22N2O4/c1-8-4-3-5-10(6-8)17-12(18)7-11-14(20)15(21)13(19)9(2)16-11/h3-6,9,11,13-16,19-21H,7H2,1-2H3,(H,17,18)/t9-,11+,13+,14+,15+/m0/s1

Standard InChI Key:  WYBUTYCBQCLUCR-RDXHHOOHSA-N

Associated Targets(Human)

Alpha-L-fucosidase I 304 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Alpha-L-fucosidase I 23 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Alpha-L-fucosidase 1 358 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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

Properties

Molecular Weight: 294.35Molecular Weight (Monoisotopic): 294.1580AlogP: -0.23#Rotatable Bonds: 3
Polar Surface Area: 101.82Molecular Species: NEUTRALHBA: 5HBD: 5
#RO5 Violations: 0HBA (Lipinski): 6HBD (Lipinski): 5#RO5 Violations (Lipinski): 0
CX Acidic pKa: 12.86CX Basic pKa: 8.08CX LogP: -0.12CX LogD: -0.88
Aromatic Rings: 1Heavy Atoms: 21QED Weighted: 0.53Np Likeness Score: -0.06

References

1. Kato A, Okaki T, Ifuku S, Sato K, Hirokami Y, Iwaki R, Kamori A, Nakagawa S, Adachi I, Kiria PG, Onomura O, Minato D, Sugimoto K, Matsuya Y, Toyooka N..  (2013)  Synthesis and biological evaluation of N-(2-fluorophenyl)-2β-deoxyfuconojirimycin acetamide as a potent inhibitor for α-l-fucosidases.,  21  (21): [PMID:24026016] [10.1016/j.bmc.2013.08.028]

Source