6-isopropenyl-16,17-dimethoxy-2,7,20-trioxahexacyclo[11.8.1.01,13.03,11.04,8.014,19]docosa-3(11),4(8),9,14(19),15,17-hexaen-12-one; 6-isopropenyl-16,17-dimethoxy-2,7,20-trioxahexacyclo[11.8.1.01,13.03,11.04,8.014,19]docosa-3(11),4(8),9,14(19),15,17-hexaen-12-one

ID: ALA357929

Chembl Id: CHEMBL357929

PubChem CID: 44370230

Max Phase: Preclinical

Molecular Formula: C24H22O6

Molecular Weight: 406.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@H]1Cc2c(ccc3c2OC24COc5cc(OC)c(OC)cc5C2(C4)C3=O)O1

Standard InChI:  InChI=1S/C24H22O6/c1-12(2)17-7-14-16(29-17)6-5-13-21(14)30-23-10-24(23,22(13)25)15-8-19(26-3)20(27-4)9-18(15)28-11-23/h5-6,8-9,17H,1,7,10-11H2,2-4H3/t17-,23?,24?/m1/s1

Standard InChI Key:  BXHJYBODBXBBCL-ZPSAWSNLSA-N

Alternative Forms

1. Parent:

   

   ALA357929

   (6R)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxahexacyclo[11.8.1.01,13.03,11.04,8.014,19]docosa-3(11),4(8),9,14,16,18-hexaen-12-one

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: 406.43

Molecular Weight (Monoisotopic): 406.1416

AlogP: 3.63

#Rotatable Bonds: 3

Polar Surface Area: 63.22

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.73

Np Likeness Score: 1.64

References

1. Josephs JL, Casida JE.  (1992)  Novel synthetic rotenoids with blocked B/C ring systems,  2  (6): [10.1016/S0960-894X(01)81204-X]

Source

Source(1):

• Scientific Literature