ID: ALA3414608

Max Phase: Preclinical

Molecular Formula: C33H44O13

Molecular Weight: 648.70

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C33H44O13/c1-12-16(2)30(40)45-26-25(43-20(6)35)18(4)24(42-19(5)34)23-29(44-21(7)36)32(11,41)15-33(23,46-22(8)37)27(38)17(3)13-14-31(9,10)28(26)39/h12-14,17,23-26,29,41H,4,15H2,1-3,5-11H3/b14-13+,16-12+/t17-,23+,24+,25+,26-,29-,32-,33-/m1/s1

Standard InChI Key:  OACSANJOUKCFPQ-RSPXWFOISA-N

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

Properties

Molecular Weight: 648.70

Molecular Weight (Monoisotopic): 648.2782

AlogP: 2.66

#Rotatable Bonds: 6

Polar Surface Area: 185.87

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.88

CX Basic pKa:

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 0

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: 2.61

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