Epipodophyllotoxin 4-[2-(dimethylamino)ethyl]carbamate

ID: ALA1773346

PubChem CID: 54580155

Max Phase: Preclinical

Molecular Formula: C27H32N2O9

Molecular Weight: 528.56

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Epipodophyllotoxin 4-[2-(Dimethylamino)Ethyl]Carbamate | CHEMBL1773346|Epipodophyllotoxin 4-[2-(Dimethylamino)Ethyl]Carbamate

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

Standard InChI:  InChI=1S/C27H32N2O9/c1-29(2)7-6-28-27(31)38-24-16-11-19-18(36-13-37-19)10-15(16)22(23-17(24)12-35-26(23)30)14-8-20(32-3)25(34-5)21(9-14)33-4/h8-11,17,22-24H,6-7,12-13H2,1-5H3,(H,28,31)/t17-,22+,23-,24+/m0/s1

Standard InChI Key:  DAWXSSJTUYLBPJ-QQJYNPJZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1773346

   Epipodophyllotoxin 4-[2-(Dimethylamino)Ethyl]Carbamate

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: 528.56

Molecular Weight (Monoisotopic): 528.2108

AlogP: 2.70

#Rotatable Bonds: 8

Polar Surface Area: 114.02

Molecular Species: BASE

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.51

CX LogP: 1.97

CX LogD: 0.84

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.51

Np Likeness Score: 0.83

References

1. Kamal A, Kumar BA, Suresh P, Juvekar A, Zingde S..  (2011)  Synthesis of 4β-carbamoyl epipodophyllotoxins as potential antitumour agents.,  19  (9): [PMID:21489802] [10.1016/j.bmc.2011.03.030]

Source

Source(1):

• Scientific Literature