ID: ALA463904

Max Phase: Preclinical

Molecular Formula: C20H30O3

Molecular Weight: 318.46

Molecule Type: Small molecule

Representations

Synonyms (1): Aframodial
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC1(C)CCC[C@@]2(C)[C@H]1CC[C@@]1(CO1)[C@@H]2C/C=C(/C=O)CC=O

Standard InChI:  InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)16(18)7-11-20(14-23-20)17(19)6-5-15(13-22)8-12-21/h5,12-13,16-17H,4,6-11,14H2,1-3H3/b15-5+/t16-,17+,19-,20+/m0/s1

Standard InChI Key:  ZAWCPGMKVKTLKI-NOFOYWHNSA-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: 318.46

Molecular Weight (Monoisotopic): 318.2195

AlogP: 4.10

#Rotatable Bonds: 5

Polar Surface Area: 46.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.44

Np Likeness Score: 3.30

References

1. Asili J, Lambert M, Ziegler HL, Staerk D, Sairafianpour M, Witt M, Asghari G, Ibrahimi IS, Jaroszewski JW..  (2004)  Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells.,  67  (4): [PMID:15104493] [10.1021/np034033e]

2. Ghosh S, Indukuri K, Bondalapati S, Saikia AK, Rangan L..  (2013)  Unveiling the mode of action of antibacterial labdane diterpenes from Alpinia nigra (Gaertn.) B. L. Burtt seeds.,  66  [PMID:23792320] [10.1016/j.ejmech.2013.05.034]

Source

Source(1):

• Scientific Literature