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

ID: ALA3576956

PubChem CID: 122177353

Max Phase: Preclinical

Molecular Formula: C30H27N3O9

Molecular Weight: 573.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@@H](OCc3cn(-c5ccc(O)cc5)nn3)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

Standard InChI:  InChI=1S/C30H27N3O9/c1-37-24-7-15(8-25(38-2)28(24)35)26-19-9-22-23(42-14-41-22)10-20(19)29(21-13-40-30(36)27(21)26)39-12-16-11-33(32-31-16)17-3-5-18(34)6-4-17/h3-11,21,26-27,29,34-35H,12-14H2,1-2H3/t21-,26+,27-,29+/m0/s1

Standard InChI Key:  SDOSTVSMAPKQMY-XNLUEZIFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3576956

   ---

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: 573.56

Molecular Weight (Monoisotopic): 573.1747

AlogP: 3.62

#Rotatable Bonds: 7

Polar Surface Area: 143.62

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.29

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.32

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.31

Np Likeness Score: 0.55

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