ID: ALA3414607

Max Phase: Preclinical

Molecular Formula: C32H44O13

Molecular Weight: 636.69

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@H]1OC(C)=O

Standard InChI:  InChI=1S/C32H44O13/c1-15(2)29(39)44-25-24(42-19(6)34)17(4)23(41-18(5)33)22-28(43-20(7)35)31(11,40)14-32(22,45-21(8)36)26(37)16(3)12-13-30(9,10)27(25)38/h12-13,15-16,22-25,28,40H,4,14H2,1-3,5-11H3/b13-12+/t16-,22+,23+,24+,25-,28-,31-,32-/m1/s1

Standard InChI Key:  NLKSLCYYSLLAMB-VYERNQDJSA-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: 636.69

Molecular Weight (Monoisotopic): 636.2782

AlogP: 2.35

#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: 2.66

CX LogD: 2.66

Aromatic Rings: 0

Heavy Atoms: 45

QED Weighted: 0.25

Np Likeness Score: 2.43

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