ID: ALA470264

Max Phase: Preclinical

Molecular Formula: C22H34O3

Molecular Weight: 346.51

Molecule Type: Small molecule

Representations

Synonyms (1): Anacardic Acid 10'Z-Monoene
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCC/C=C\CCCCCCCCCc1cccc(O)c1C(=O)O

Standard InChI:  InChI=1S/C22H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h5-6,15,17-18,23H,2-4,7-14,16H2,1H3,(H,24,25)/b6-5-

Standard InChI Key:  UEOBFNCQTNUCCY-WAYWQWQTSA-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: 346.51

Molecular Weight (Monoisotopic): 346.2508

AlogP: 6.50

#Rotatable Bonds: 14

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.64

CX Basic pKa:

CX LogP: 8.35

CX LogD: 4.85

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.30

Np Likeness Score: 0.98

References

1. Shobha SV, Ramadoss CS, Ravindranath B.  (1994)  Inhibition of Soybean Lipoxygenase-1 by Anacardic Acids, Cardols, and Cardanols,  57  (12): [10.1021/np50114a025]

2. Akhtar MN, Lam KW, Abas F, Maulidiani, Ahmad S, Shah SA, Atta-Ur-Rahman, Choudhary MI, Lajis NH..  (2011)  New class of acetylcholinesterase inhibitors from the stem bark of Knema laurina and their structural insights.,  21  (13): [PMID:21641207] [10.1016/j.bmcl.2011.04.065]

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