(E)-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-methoxy-phenyl)-3-methyl-but-2-en-1-one

ID: ALA292405

Chembl Id: CHEMBL292405

PubChem CID: 10598955

Max Phase: Preclinical

Molecular Formula: C24H34O7

Molecular Weight: 434.53

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)/C=C(\C)C[C@@H]2OC[C@H](C[C@@H]3O[C@H]3[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C24H34O7/c1-13(9-19(26)16-5-7-18(29-4)8-6-16)10-20-23(28)22(27)17(12-30-20)11-21-24(31-21)14(2)15(3)25/h5-9,14-15,17,20-25,27-28H,10-12H2,1-4H3/b13-9+/t14-,15-,17-,20-,21-,22+,23-,24-/m0/s1

Standard InChI Key:  NIRHLZMZSFNIRU-LFHFVPMRSA-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: 434.53Molecular Weight (Monoisotopic): 434.2305AlogP: 2.13#Rotatable Bonds: 9
Polar Surface Area: 108.75Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.10CX Basic pKa: CX LogP: 1.44CX LogD: 1.44
Aromatic Rings: 1Heavy Atoms: 31QED Weighted: 0.31Np Likeness Score: 1.56

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