U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C29H32ClN3O4
Molecular Weight 522.035
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Elomotecan

SMILES

CC[C@@]1(O)CC(=O)OCC2=C1C=C3N(CC4=C3N=C5C=C(Cl)C(C)=CC5=C4CN6CCC(C)CC6)C2=O

InChI

InChIKey=KAQREZSTQZWNAG-GDLZYMKVSA-N
InChI=1S/C29H32ClN3O4/c1-4-29(36)12-26(34)37-15-21-22(29)10-25-27-20(14-33(25)28(21)35)19(13-32-7-5-16(2)6-8-32)18-9-17(3)23(30)11-24(18)31-27/h9-11,16,36H,4-8,12-15H2,1-3H3/t29-/m1/s1

HIDE SMILES / InChI

Molecular Formula C29H32ClN3O4
Molecular Weight 522.035
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Elomotecan (BN 80927), a homocamptothecin derivative, inhibits both topoisomerase I and topoisomerase II mediated DNA relaxation. It potently inhibits proliferation of human tumor cells in vitro and in vivo. Elomotecan was being developed for the treatment of solid tumors.

Approval Year

PubMed

PubMed

TitleDatePubMed
BN 80927: a novel homocamptothecin with inhibitory activities on both topoisomerase I and topoisomerase II.
1999 Sep 6
The homocamptothecin, BN 80927, is a potent topoisomerase I poison and topoisomerase II catalytic inhibitor.
2000
The dual topoisomerase inhibitor, BN 80927, is highly potent against cell proliferation and tumor growth.
2000
BN80927: a novel homocamptothecin that inhibits proliferation of human tumor cells in vitro and in vivo.
2004 Jul 15
Patents

Patents

Sample Use Guides

Phase I study. Elomotecan was administered as a 30-min intravenous infusion at doses ranging from 1.5 to 75 mg once every 3 weeks to 56 patients with advanced solid tumors. Plasma concentration data and adverse effects were modeled using the population approach.
Route of Administration: Intravenous
The antiproliferative activity of elomotecan (BN 80927) was determined on various human tumor cell lines from a diverse set of target organs, including leukemia and solid tumors (colon, prostate, ovary, lung, bladder, and breast cell lines). BN80927 was an antiproliferative agent on all of the cell lines tested. On this set of cell lines, BN80927 has IC50 values 2–81 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:03:22 UTC 2023
Edited
by admin
on Sat Dec 16 16:03:22 UTC 2023
Record UNII
44KA9Q75GT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Elomotecan
INN  
INN  
Official Name English
elomotecan [INN]
Common Name English
(5R)-9-CHLORO-5-ETHYL-5-HYDROXY-10-METHYL-12-((4-METHYLPIPERIDIN-1-YL)METHYL)-1,4,5,13-TETRAHYDRO-3H,15H-OXEPINO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLINE-3,15-DIONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C2843
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID50176608
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
INN
8589
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
ChEMBL
CHEMBL2107746
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
NCI_THESAURUS
C87275
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
SMS_ID
100000174924
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
FDA UNII
44KA9Q75GT
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
CAS
220998-10-7
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
PUBCHEM
216301
Created by admin on Sat Dec 16 16:03:22 UTC 2023 , Edited by admin on Sat Dec 16 16:03:22 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY