4beta-(1-Carbomethoxypentyl-4-methyl-1,2,3-triazolyl)-4'-demethylepipodophyllotoxin

ID: ALA3576957

PubChem CID: 122177354

Max Phase: Preclinical

Molecular Formula: C31H35N3O10

Molecular Weight: 609.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CCCCCn1cc(CO[C@@H]2c3cc4c(cc3[C@@H](c3cc(OC)c(O)c(OC)c3)[C@H]3C(=O)OC[C@@H]32)OCO4)nn1

Standard InChI:  InChI=1S/C31H35N3O10/c1-38-24-9-17(10-25(39-2)29(24)36)27-19-11-22-23(44-16-43-22)12-20(19)30(21-15-42-31(37)28(21)27)41-14-18-13-34(33-32-18)8-6-4-5-7-26(35)40-3/h9-13,21,27-28,30,36H,4-8,14-16H2,1-3H3/t21-,27+,28-,30+/m0/s1

Standard InChI Key:  DRUSJMFFCAPGHU-WMVTVRAXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3576957

   ---

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: 609.63

Molecular Weight (Monoisotopic): 609.2322

AlogP: 3.66

#Rotatable Bonds: 12

Polar Surface Area: 149.69

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.33

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.24

Np Likeness Score: 0.60

References

1. Mariani A, Bartoli A, Atwal M, Lee KC, Austin CA, Rodriguez R..  (2015)  Differential Targeting of Human Topoisomerase II Isoforms with Small Molecules.,  58  (11): [PMID:25945730] [10.1021/acs.jmedchem.5b00473]

Source

Source(1):

• Scientific Literature