ID: ALA3414616

Max Phase: Preclinical

Molecular Formula: C33H42O11

Molecular Weight: 614.69

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C33H42O11/c1-17-14-15-32(7,8)29(38)25(37)28(42-21(5)35)19(3)27(41-20(4)34)24-26(44-31(39)23-12-10-9-11-13-23)18(2)16-33(24,40)30(17)43-22(6)36/h9-15,17-18,24-28,30,37,40H,3,16H2,1-2,4-8H3/b15-14+/t17-,18+,24-,25-,26+,27+,28+,30-,33-/m1/s1

Standard InChI Key:  YYRYPXZAUGCBGJ-ONTWWPIHSA-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: 614.69

Molecular Weight (Monoisotopic): 614.2727

AlogP: 3.11

#Rotatable Bonds: 5

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: 12.27

CX Basic pKa:

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.28

Np Likeness Score: 2.02

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