ID: ALA556082

Max Phase: Preclinical

Molecular Formula: C30H44O4

Molecular Weight: 468.68

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=CCC[C@@H](C)[C@H]1C=C[C@@]2(C(=O)O)[C@H](CC(C)=C[C@@H]2/C=C(\C)C2CCC(C(=O)O)CC2)C1

Standard InChI:  InChI=1S/C30H44O4/c1-19(2)7-6-8-21(4)25-13-14-30(29(33)34)26(15-20(3)16-27(30)18-25)17-22(5)23-9-11-24(12-10-23)28(31)32/h7,13-15,17,21,23-27H,6,8-12,16,18H2,1-5H3,(H,31,32)(H,33,34)/b22-17+/t21-,23?,24?,25+,26-,27-,30+/m1/s1

Standard InChI Key:  OTBMTWUPWVANPM-PHEJYOGTSA-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: 468.68

Molecular Weight (Monoisotopic): 468.3240

AlogP: 7.44

#Rotatable Bonds: 8

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.32

CX Basic pKa:

CX LogP: 7.24

CX LogD: 1.86

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: 2.20

References

1. Litaudon M, Bousserouel H, Awang K, Nosjean O, Martin MT, Dau ME, Hadi HA, Boutin JA, Sévenet T, Guéritte F..  (2009)  A Dimeric sesquiterpenoid from a Malaysian Meiogyne as a new inhibitor of Bcl-xL/BakBH3 domain peptide interaction.,  72  (3): [PMID:19161318] [10.1021/np8006292]

2. Desrat S, Pujals A, Colas C, Dardenne J, Gény C, Favre L, Dumontet V, Iorga BI, Litaudon M, Raphaël M, Wiels J, Roussi F..  (2014)  Pro-apoptotic meiogynin A derivatives that target Bcl-xL and Mcl-1.,  24  (21): [PMID:25266781] [10.1016/j.bmcl.2014.09.004]

3. Gény C, Rivière G, Bignon J, Birlirakis N, Guittet E, Awang K, Litaudon M, Roussi F, Dumontet V..  (2016)  Anacardic Acids from Knema hookeriana as Modulators of Bcl-xL/Bak and Mcl-1/Bid Interactions.,  79  (4): [PMID:27008174] [10.1021/acs.jnatprod.5b00915]

Source

Source(1):

• Scientific Literature