4alpha-acetylsalicylate-4-desoxypodophyllotoxin

ID: ALA4095266

PubChem CID: 137653108

Max Phase: Preclinical

Molecular Formula: C31H28O11

Molecular Weight: 576.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@H](OC(=O)c3ccccc3OC(C)=O)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1OC

Standard InChI:  InChI=1S/C31H28O11/c1-15(32)41-21-8-6-5-7-17(21)30(33)42-28-19-12-23-22(39-14-40-23)11-18(19)26(27-20(28)13-38-31(27)34)16-9-24(35-2)29(37-4)25(10-16)36-3/h5-12,20,26-28H,13-14H2,1-4H3/t20-,26+,27-,28-/m0/s1

Standard InChI Key:  TVDMDRTUVPTSIL-XERNUKRASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4095266

   ---

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: 576.55

Molecular Weight (Monoisotopic): 576.1632

AlogP: 4.20

#Rotatable Bonds: 7

Polar Surface Area: 125.05

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.30

Np Likeness Score: 1.07

References

1. Zhang L, Liu L, Zheng C, Wang Y, Nie X, Shi D, Chen Y, Wei G, Wang J..  (2017)  Synthesis and biological evaluation of novel podophyllotoxin-NSAIDs conjugates as multifunctional anti-MDR agents against resistant human hepatocellular carcinoma Bel-7402/5-FU cells.,  131  [PMID:28301815] [10.1016/j.ejmech.2017.03.011]

Source

Source(1):

• Scientific Literature