(5S,9S)-Anhydropodophyllol

ID: ALA3244931

Chembl Id: CHEMBL3244931

PubChem CID: 90672061

Max Phase: Preclinical

Molecular Formula: C22H24O7

Molecular Weight: 400.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@H]2c3cc4c(cc3[C@@H](O)[C@H]3COC[C@H]23)OCO4)cc(OC)c1OC

Standard InChI:  InChI=1S/C22H24O7/c1-24-18-4-11(5-19(25-2)22(18)26-3)20-12-6-16-17(29-10-28-16)7-13(12)21(23)15-9-27-8-14(15)20/h4-7,14-15,20-21,23H,8-10H2,1-3H3/t14-,15-,20-,21+/m0/s1

Standard InChI Key:  FWDFUPDYYVFPPF-LATRNWQMSA-N

Alternative Forms

1. Parent:

   

   ALA3244931

   (5S,5aR,8aR,9S)-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydro-[2]benzofuro[5,6-f][1,3]benzodioxol-5-ol

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: 400.43

Molecular Weight (Monoisotopic): 400.1522

AlogP: 2.88

#Rotatable Bonds: 4

Polar Surface Area: 75.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.85

Np Likeness Score: 1.15

References

1. Gensler WJ, Murthy CD, Trammell MH..  (1977)  Nonenolizable podophyllotoxin derivatives.,  20  (5): [PMID:853503] [10.1021/jm00215a004]

Source

Source(1):

• Scientific Literature