(2S,3S,4R,5R,7S,8R,13R,14R,15R)-5,7-Diacetoxy-3-benzoyloxy-14,15-dihydroxy-8-(2-methylbutyryloxy)-9-oxojatropha-6(17),11E-diene

ID: ALA3414615

Chembl Id: CHEMBL3414615

PubChem CID: 118732744

Max Phase: Preclinical

Molecular Formula: C36H48O11

Molecular Weight: 656.77

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C1[C@H](OC(C)=O)[C@H]2[C@@H](OC(=O)c3ccccc3)[C@@H](C)C[C@]2(O)[C@H](O)[C@H](C)/C=C/C(C)(C)C(=O)[C@H](OC(=O)C(C)CC)[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C36H48O11/c1-10-19(2)33(41)47-30-29(45-24(7)38)22(5)28(44-23(6)37)26-27(46-34(42)25-14-12-11-13-15-25)21(4)18-36(26,43)31(39)20(3)16-17-35(8,9)32(30)40/h11-17,19-21,26-31,39,43H,5,10,18H2,1-4,6-9H3/b17-16+/t19?,20-,21+,26-,27+,28+,29+,30-,31-,36-/m1/s1

Standard InChI Key:  WWNWMZIUAQDDRB-WBZFDDJDSA-N

Alternative Forms

  1. Parent:

    ALA3414615

    ---

Associated Targets(Human)

MT4 (17854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sindbis virus (1599 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Semliki Forest virus (705 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus 2 (5592 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: 656.77Molecular Weight (Monoisotopic): 656.3197AlogP: 4.14#Rotatable Bonds: 7
Polar Surface Area: 162.73Molecular Species: NEUTRALHBA: 11HBD: 2
#RO5 Violations: 2HBA (Lipinski): 11HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.25CX Basic pKa: CX LogP: 5.21CX LogD: 5.21
Aromatic Rings: 1Heavy Atoms: 47QED Weighted: 0.25Np Likeness Score: 2.05

References

1. Nothias-Scaglia LF, Retailleau P, Paolini J, Pannecouque C, Neyts J, Dumontet V, Roussi F, Leyssen P, Costa J, Litaudon M..  (2014)  Jatrophane diterpenes as inhibitors of chikungunya virus replication: structure-activity relationship and discovery of a potent lead.,  77  (6): [PMID:24926807] [10.1021/np500271u]

Source