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belotecan

Structure via PubChem · Public domain (PubChem)

EntityQ4884574· pop 6· linked from 273 articles

Belotecan is a drug used in chemotherapy. It is a semi-synthetic camptothecin analogue indicated for small-cell lung cancer and ovarian cancer, approved in South Korea under the trade name Camtobell, presented in 2 mg vials for injection. The drug has been marketed by Chong Kun Dang Pharmaceuticals since 2003.

Chemical data

Formula
C25H27N3O4
Molecular weight
433.5 g/mol
IUPAC name
(19S)-19-ethyl-19-hydroxy-10-[2-(propan-2-ylamino)ethyl]-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
SMILES
CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)CCNC(C)C)O
InChIKey
LNHWXBUNXOXMRL-VWLOTQADSA-N
XLogP
1.6
Polar surface area
91.8 Ų
H-bond donors
2
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 3
Molecule type
Small molecule
Indications
small cell lung carcinoma, non-small cell lung carcinoma, neoplasm, cervical cancer

via ChEMBL · EBI

Wikidata facts

Mass
433.2
Has use
medication
Show 4 more facts
chemical formula
C₂₅H₂₇N₃O₄
isomeric SMILES
CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)CCNC(C)C)O
canonical SMILES
CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)CCNC(C)C)O
Commons category
Belotecan
Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Mechanism of action
  • References

Belotecan is a drug used in chemotherapy. It is a semi-synthetic camptothecin analogue indicated for small-cell lung cancer and ovarian cancer, approved in South Korea under the trade name Camtobell, presented in 2 mg vials for injection. The drug has been marketed by Chong Kun Dang Pharmaceuticals since 2003.

==Mechanism of action== Belotecan blocks topoisomerase I with a pIC50 of 6.56, stabilizing the cleavable complex of topoisomerase I-DNA, which inhibits the religation of single-stranded DNA breaks generated by topoisomerase I; lethal double-stranded DNA breaks occur when the topoisomerase I-DNA complex is encountered by the DNA replication machinery, DNA replication is disrupted, and the tumor cell undergoes apoptosis. Topoisomerase I is an enzyme that mediates reversible single-strand breaks in DNA during DNA replication.

Excerpted from Wikipedia’s “belotecan” article, available under the CC BY-SA 4.0 licence.

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