4-{(2S,3R,4R,5S)-3,4-Dihydroxy-5-[(2S,3S)-3-((1S,2S)-2-hydroxy-1-methyl-propyl)-oxiranylmethyl]-tetrahydro-pyran-2-yl}-1-(4-fluoro-phenyl)-butane-1,3-dione

ID: ALA299609

Chembl Id: CHEMBL299609

PubChem CID: 44297799

Max Phase: Preclinical

Molecular Formula: C22H29FO7

Molecular Weight: 424.46

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H]([C@@H]1O[C@H]1C[C@H]1CO[C@@H](CC(=O)CC(=O)c2ccc(F)cc2)[C@H](O)[C@@H]1O)[C@H](C)O

Standard InChI:  InChI=1S/C22H29FO7/c1-11(12(2)24)22-19(30-22)7-14-10-29-18(21(28)20(14)27)9-16(25)8-17(26)13-3-5-15(23)6-4-13/h3-6,11-12,14,18-22,24,27-28H,7-10H2,1-2H3/t11-,12-,14-,18-,19-,20+,21-,22-/m0/s1

Standard InChI Key:  SFPWNUTWFYUGGX-REDYMSDKSA-N

Associated Targets(Human)

IARS1 Tchem Isoleucyl-tRNA synthetase (99 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

ileS Isoleucyl-tRNA synthetase (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 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

Calculated Properties

Molecular Weight: 424.46Molecular Weight (Monoisotopic): 424.1897AlogP: 1.27#Rotatable Bonds: 9
Polar Surface Area: 116.59Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 9.34CX Basic pKa: CX LogP: 0.99CX LogD: 0.98
Aromatic Rings: 1Heavy Atoms: 30QED Weighted: 0.31Np Likeness Score: 1.16

References

1. Bennett I, Broom NJ, Cassels R, Elder JS, Masson ND, O'Hanlon PJ..  (1999)  Synthesis and antibacterial properties of beta-diketone acrylate bioisosteres of pseudomonic acid A.,  (13): [PMID:10406653] [10.1016/s0960-894x(99)00296-6]

Source