ID: ALA112830

Max Phase: Preclinical

Molecular Formula: C20H30O2

Molecular Weight: 302.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1C/C=C(/C=O)CC=O

Standard InChI:  InChI=1S/C20H30O2/c1-15-6-9-18-19(2,3)11-5-12-20(18,4)17(15)8-7-16(14-22)10-13-21/h7,13-14,17-18H,1,5-6,8-12H2,2-4H3/b16-7+/t17-,18-,20+/m0/s1

Standard InChI Key:  TZCSIFOYBLPUIF-OQONWLFBSA-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: 302.46

Molecular Weight (Monoisotopic): 302.2246

AlogP: 4.89

#Rotatable Bonds: 5

Polar Surface Area: 34.14

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.41

Np Likeness Score: 3.35

References

1. Jung M, Ko I, Lee S, Choi SJ, Youn BH, Kim SK..  (1998)  A concise synthesis and in vitro cytotoxicity of new labdane diterpenes.,  8  (23): [PMID:9873721] [10.1016/s0960-894x(98)00603-9]

2. Abas F, Lajis NH, Shaari K, Israf DA, Stanslas J, Yusuf UK, Raof SM..  (2005)  A labdane diterpene glucoside from the rhizomes of Curcuma mangga.,  68  (7): [PMID:16038556] [10.1021/np0500171]

3. Zhou BN, Baj NJ, Glass TE, Malone S, Werkhoven MC, van Troon F, David, Wisse JH, Kingston DG..  (1997)  Bioactive labdane diterpenoids from Renealmia alpinia collected in the Suriname rainforest.,  60  (12): [PMID:9428162] [10.1021/np970233c]

4. Morikawa T, Matsuda H, Toguchida I, Ueda K, Yoshikawa M..  (2002)  Absolute stereostructures of three new sesquiterpenes from the fruit of Alpinia oxyphylla with inhibitory effects on nitric oxide production and degranulation in RBL-2H3 cells.,  65  (10): [PMID:12398545] [10.1021/np020078o]

5. Singh S, Kumar JK, Saikia D, Shanker K, Thakur JP, Negi AS, Banerjee S..  (2010)  A bioactive labdane diterpenoid from Curcuma amada and its semisynthetic analogues as antitubercular agents.,  45  (9): [PMID:20584563] [10.1016/j.ejmech.2010.06.006]

6. 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