ID: ALA3414615

Max Phase: Preclinical

Molecular Formula: C36H48O11

Molecular Weight: 656.77

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](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

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: 656.77

Molecular Weight (Monoisotopic): 656.3197

AlogP: 4.14

#Rotatable Bonds: 7

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: 5.21

CX LogD: 5.21

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.25

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