ID: ALA177085

Max Phase: Preclinical

Molecular Formula: C24H30O3

Molecular Weight: 366.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=CCC/C(C)=C/CC/C(C)=C/COc1cc(=O)oc2ccccc12

Standard InChI:  InChI=1S/C24H30O3/c1-18(2)9-7-10-19(3)11-8-12-20(4)15-16-26-23-17-24(25)27-22-14-6-5-13-21(22)23/h5-6,9,11,13-15,17H,7-8,10,12,16H2,1-4H3/b19-11+,20-15+

Standard InChI Key:  LKSOWFDDMCSTFC-NKFKFSAASA-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: 366.50

Molecular Weight (Monoisotopic): 366.2195

AlogP: 6.59

#Rotatable Bonds: 9

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: 1.21

References

1. Cravotto G, Balliano G, Robaldo B, Oliaro-Bosso S, Chimichi S, Boccalini M..  (2004)  Farnesyloxycoumarins, a new class of squalene-hopene cyclase inhibitors.,  14  (8): [PMID:15050630] [10.1016/j.bmcl.2004.01.085]

2. Iranshahi M, Jabbari A, Orafaie A, Mehri R, Zeraatkar S, Ahmadi T, Alimardani M, Sadeghian H..  (2012)  Synthesis and SAR studies of mono O-prenylated coumarins as potent 15-lipoxygenase inhibitors.,  57  [PMID:23047230] [10.1016/j.ejmech.2012.09.006]

Source

Source(1):

• Scientific Literature