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Details

Stereochemistry ABSOLUTE
Molecular Formula C45H49N7O11S
Molecular Weight 895.976
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AFELETECAN

SMILES

CC[C@@]4(OC(=O)[C@@H](NC(=O)[C@H](CC1=CNC=N1)NC(=S)NC2=CC=C(O[C@H]3O[C@@H](C)[C@@H](O)[C@@H](OC)[C@@H]3O)C=C2)C(C)C)C(=O)OCC5=C4C=C6N(CC7=CC8=C(C=CC=C8)N=C67)C5=O

InChI

InChIKey=SLOJCSGNHWIKIG-JNYZSSQASA-N
InChI=1S/C45H49N7O11S/c1-6-45(30-17-33-35-25(15-24-9-7-8-10-31(24)49-35)19-52(33)40(56)29(30)20-60-43(45)58)63-41(57)34(22(2)3)51-39(55)32(16-27-18-46-21-47-27)50-44(64)48-26-11-13-28(14-12-26)62-42-37(54)38(59-5)36(53)23(4)61-42/h7-15,17-18,21-23,32,34,36-38,42,53-54H,6,16,19-20H2,1-5H3,(H,46,47)(H,51,55)(H2,48,50,64)/t23-,32-,34-,36+,37-,38+,42+,45-/m0/s1

HIDE SMILES / InChI

Molecular Formula C45H49N7O11S
Molecular Weight 895.976
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Afeletecan (Bay 38-3441) is a camptothecin glycoconjugate which stabilizes the active lactone form of camptothecin and allows selective uptake into tumor cells. Afeletecan is a topoisomerase inhibitor. Afeletecan was in phase I clinical trials with Bayer for the treatment of cancer; however, development appears to have been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Gateways to clinical trials.
2003 Jul-Aug
Gateways to clinical trials. March 2003.
2003 Mar
Phase I and pharmacokinetic study of Bay 38-3441, a camptothecin glycoconjugate, administered as a 30-minute infusion daily for five days every 3 weeks in patients with advanced solid malignancies.
2005 Oct
Patents

Sample Use Guides

Solid tumors: A total of 81 patients with advanced solid tumors were treated with BAY 38-3441 either at doses of 20, 40, 67, 100, 140, 210, 315, 470 and 600 mg/m2/day for 1 day every 3 weeks (single-dose schedule), or at doses of 126, 189, 246, 320 and 416 mg/m2/day once daily for three consecutive days every 3 weeks (3-day schedule). 3-day schedule for BAY 38-3441 at a dose of 320 mg/m2/day as 30-min infusions for further phase II studies was recommended.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:13:57 UTC 2023
Edited
by admin
on Fri Dec 15 16:13:57 UTC 2023
Record UNII
IX0QAD6RD2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AFELETECAN
INN   WHO-DD  
INN  
Official Name English
CAMPTOTHECIN, ESTER WITH N-((P-((3-O-METHYL-.BETA.-L-FUCOPYRANOSYL)OXY)PHENYL)THIOCARBAMOYL)-L-HISTIDYL-L-VALINE
Common Name English
afeletecan [INN]
Common Name English
Afeletecan [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2843
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
Code System Code Type Description
PUBCHEM
9941008
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
PRIMARY
CAS
215604-75-4
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
PRIMARY
NCI_THESAURUS
C79725
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
PRIMARY
SMS_ID
100000178144
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
PRIMARY
ChEMBL
CHEMBL2105857
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
PRIMARY
FDA UNII
IX0QAD6RD2
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
PRIMARY
INN
7968
Created by admin on Fri Dec 15 16:13:57 UTC 2023 , Edited by admin on Fri Dec 15 16:13:57 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY