(5S,9S)-Podophyllotoxin

ID: ALA3244929

Chembl Id: CHEMBL3244929

Cas Number: 55568-79-1

PubChem CID: 1549055

Max Phase: Preclinical

Molecular Formula: C22H22O8

Molecular Weight: 414.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18-,19-,20+/m0/s1

Standard InChI Key:  YJGVMLPVUAXIQN-XCXWGBRNSA-N

Alternative Forms

1. Parent:

   

   ALA3244929

   Epiisopodophyllotoxin

Molecule Features

Natural Product: Yes

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: 414.41

Molecular Weight (Monoisotopic): 414.1315

AlogP: 2.41

#Rotatable Bonds: 4

Polar Surface Area: 92.68

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.62

CX LogD: 1.62

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.76

Np Likeness Score: 1.51

References

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

Source

Source(1):

• Scientific Literature