(Z)-3-(4-Allyloxy-2,5-difluoro-phenyl)-2-methyl-N-((3aS,7R,7aR)-4,6,7-trihydroxy-hexahydro-benzo[1,3]dioxol-5-yl)-acrylamide

ID: ALA440324

Chembl Id: CHEMBL440324

PubChem CID: 44330949

Max Phase: Preclinical

Molecular Formula: C20H23F2NO7

Molecular Weight: 427.40

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=CCOc1cc(F)c(/C=C(/C)C(=O)N[C@@H]2[C@H](O)[C@@H](O)[C@H]3OCO[C@H]3[C@@H]2O)cc1F

Standard InChI:  InChI=1S/C20H23F2NO7/c1-3-4-28-13-7-11(21)10(6-12(13)22)5-9(2)20(27)23-14-15(24)17(26)19-18(16(14)25)29-8-30-19/h3,5-7,14-19,24-26H,1,4,8H2,2H3,(H,23,27)/b9-5-/t14-,15+,16-,17-,18+,19-/m1/s1

Standard InChI Key:  RBFLQDWHXMAJDL-FBMBYSTDSA-N

Associated Targets(non-human)

Brachyspira hyodysenteriae (140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pasteurella multocida (1166 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: 427.40Molecular Weight (Monoisotopic): 427.1443AlogP: 0.26#Rotatable Bonds: 6
Polar Surface Area: 117.48Molecular Species: NEUTRALHBA: 7HBD: 4
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 12.58CX Basic pKa: CX LogP: 0.77CX LogD: 0.77
Aromatic Rings: 1Heavy Atoms: 30QED Weighted: 0.38Np Likeness Score: 0.36

References

1. Hecker SJ, Cooper CB, Blair KT, Lilley SC, Minich ML, Werner KM.  (1993)  Semisynthetic modification of hygromycin A. 2. synthesis and antibacterial activity of aryl analogs.,  (2): [10.1016/S0960-894X(01)80895-7]

Source