General Information of the Compound
Compound ID
CP0272476
Compound Name
Teniposide
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Synonyms
4'-Demethyl-epipodophyllotoxin-beta-D-thenylidene-glucoside
4'-Demethylepipodophyllotoxin 9-(4,6-O-(R)-2-thenylidene-beta-D-glucopyranoside)
4'-Demethylepipodophyllotoxin 9-(4,6-O-2-thenylidene-beta-D-glucopyranoside)
4'-Demethylepipodophyllotoxin thenylidene glucoside
4'-Demethylepipodophyllotoxin-beta-D-thenylidine glucoside
4'-Dimethyl-9-(4,6-O-2-thenyid)-epipodophyllotoxin
4-Demethylepipodophyllotoxin-.beta.-D-thenylideneglucoside
Demethyl Epipodophyllotoxin Thenylidine Glucoside
Epipodophyllotoxin, 4'-demethyl-, 9-(4,6-O-2-thenylidene-beta-D-glucopyranoside)
PTG
Teniposide
Teniposide (USAN/INN)
Teniposide [USAN:BAN:INN]
Teniposido
Teniposido [INN-Spanish]
Teniposidum
Teniposidum [INN-Latin]
VM 26
VM-26
VM-26 (TN)
Vee M-26
Veham-Sandoz
Vehem
Vumon
Vumon (TN)
Vumon, VM-26, Vehem, NSC 122819, Teniposide
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Structure
Formula
C32H32O13S
Molecular Weight
656.662
Canonical SMILES
COc1cc(cc(OC)c1O)[C@H]1[C@@H]2[C@H](COC2=O)[C@H](O[C@@H]2O[C@@H]3CO[C@H](O[C@H]3[C@H](O)[C@H]2O)c2cccs2)c2cc3OCOc3cc12
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InChI
InChI=1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1
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InChIKey
NRUKOCRGYNPUPR-QBPJDGROSA-N
CAS
29767-20-2
Physicochemical Property
logP
2.7529
Rotatable Bonds
6
Heavy Atom Count
46
Polar Areas
160.83
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
14
Complexity
46

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 452548
SID: 14912717
ChEMBL ID
CHEMBL452231
DrugBank ID
DB00444
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT03222, ATP-binding cassette sub-family C member 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 20600 nM
   TI
   LI
   LO
   TS
Protein ID: PT05334, ATP-binding cassette sub-family C member 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 34900 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Teniposide )
Drug Name Teniposide
Indication
Acute lymphoblastic leukaemia
Approved