2-[1,5-Dimethyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trienylidene]-malonic acid

ID: ALA273433

Chembl Id: CHEMBL273433

PubChem CID: 11727648

Max Phase: Preclinical

Molecular Formula: C21H28O4

Molecular Weight: 344.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)=C(C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C21H28O4/c1-14(8-6-9-16(3)18(19(22)23)20(24)25)11-12-17-15(2)10-7-13-21(17,4)5/h6,8-9,11-12H,7,10,13H2,1-5H3,(H,22,23)(H,24,25)/b9-6+,12-11+,14-8+

Standard InChI Key:  SASXDBISJSPVFB-LFBUJFGVSA-N

Alternative Forms

1. Parent:

   

   ALA273433

   2-[(3E,5E,7E)-6-methyl-8-(2,6,6-trimethylcyclohexen-1-yl)octa-3,5,7-trien-2-ylidene]propanedioic acid

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

Calculated Properties

Molecular Weight: 344.45

Molecular Weight (Monoisotopic): 344.1988

AlogP: 5.06

#Rotatable Bonds: 6

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: 3.59

CX Basic pKa: ┄

CX LogP: 4.60

CX LogD: -1.47

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.31

Np Likeness Score: 1.86

References

1. Shealy YF, Krauth CA, Riordan JM, Sani BP..  (1988)  Terminal bifunctional retinoids. Synthesis and evaluations related to cancer chemopreventive activity.,  31  (6): [PMID:2836589] [10.1021/jm00401a011]

Source

Source(1):

• Scientific Literature