(2E,4E,6E,8E)-3,7-dimethyl-N-(4-oxocyclohexa-2,5-dienylidene)-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenamide

ID: ALA3765391

Chembl Id: CHEMBL3765391

PubChem CID: 127029314

Max Phase: Preclinical

Molecular Formula: C26H31NO2

Molecular Weight: 389.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)N=C2C=CC(=O)C=C2)C(C)(C)CCC1

Standard InChI:  InChI=1S/C26H31NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18H,7,10,17H2,1-5H3/b9-6+,16-11+,19-8+,20-18+

Standard InChI Key:  YHLYZJTZCOIRDF-FXILSDISSA-N

Alternative Forms

1. Parent:

   

   ALA3765391

   ---

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: 389.54

Molecular Weight (Monoisotopic): 389.2355

AlogP: 6.18

#Rotatable Bonds: 5

Polar Surface Area: 46.50

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.49

CX LogP: 5.81

CX LogD: 5.81

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: 1.47

References

1. Aurelio L, Scullino CV, Pitman MR, Sexton A, Oliver V, Davies L, Rebello RJ, Furic L, Creek DJ, Pitson SM, Flynn BL..  (2016)  From Sphingosine Kinase to Dihydroceramide Desaturase: A Structure-Activity Relationship (SAR) Study of the Enzyme Inhibitory and Anticancer Activity of 4-((4-(4-Chlorophenyl)thiazol-2-yl)amino)phenol (SKI-II).,  59  (3): [PMID:26780304] [10.1021/acs.jmedchem.5b01439]

Source

Source(1):

• Scientific Literature