(2R,6aS,12aS)-2-Isopropenyl-8,9-dimethoxy-6a-methyl-1,2,12,12a-tetrahydro-6aH-chromeno[3,4-b]furo[2,3-h]chromen-6-one

ID: ALA347114

Chembl Id: CHEMBL347114

PubChem CID: 44370267

Max Phase: Preclinical

Molecular Formula: C24H24O6

Molecular Weight: 408.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@H]1Cc2c(ccc3c2O[C@@H]2COc4cc(OC)c(OC)cc4[C@]2(C)C3=O)O1

Standard InChI:  InChI=1S/C24H24O6/c1-12(2)17-8-14-16(29-17)7-6-13-22(14)30-21-11-28-18-10-20(27-5)19(26-4)9-15(18)24(21,3)23(13)25/h6-7,9-10,17,21H,1,8,11H2,2-5H3/t17-,21-,24+/m1/s1

Standard InChI Key:  SLHKIXGZXNYDJB-JKHABCDFSA-N

Alternative Forms

1. Parent:

   

   ALA347114

   (1S,6R,13S)-16,17-dimethoxy-13-methyl-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-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: 408.45

Molecular Weight (Monoisotopic): 408.1573

AlogP: 3.88

#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: 3.88

CX LogD: 3.88

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.72

Np Likeness Score: 1.83

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