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

ID: ALA3414614

Chembl Id: CHEMBL3414614

PubChem CID: 118732743

Max Phase: Preclinical

Molecular Formula: C35H46O11

Molecular Weight: 642.74

Molecule Type: Small molecule

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)C)[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C35H46O11/c1-18(2)32(40)46-29-28(44-23(7)37)21(5)27(43-22(6)36)25-26(45-33(41)24-13-11-10-12-14-24)20(4)17-35(25,42)30(38)19(3)15-16-34(8,9)31(29)39/h10-16,18-20,25-30,38,42H,5,17H2,1-4,6-9H3/b16-15+/t19-,20+,25-,26+,27+,28+,29-,30-,35-/m1/s1

Standard InChI Key:  DQOWHTFHFLRPDX-URDKQJIJSA-N

Alternative Forms

1. Parent:

   

   ALA3414614

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 642.74

Molecular Weight (Monoisotopic): 642.3040

AlogP: 3.75

#Rotatable Bonds: 6

Polar Surface Area: 162.73

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.25

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.26

Np 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

Source(1):

• Scientific Literature