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Details

Stereochemistry ABSOLUTE
Molecular Formula C43H59NO16
Molecular Weight 845.9257
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BMS-275183

SMILES

[H][C@]12[C@H](OC(=O)C3=CC=CC=C3)[C@]4(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)C(C)=C([C@@H](OC(C)=O)C(=O)[C@]1(C)[C@@H](O)C[C@H]5OC[C@@]25OC(=O)OC)C4(C)C

InChI

InChIKey=AHXICHPPXIGCBN-GPWPDEGDSA-N
InChI=1S/C43H59NO16/c1-21-24(57-35(50)28(47)31(38(3,4)5)44-36(51)59-39(6,7)8)19-43(53)33(58-34(49)23-16-14-13-15-17-23)30-41(11,32(48)29(56-22(2)45)27(21)40(43,9)10)25(46)18-26-42(30,20-55-26)60-37(52)54-12/h13-17,24-26,28-31,33,46-47,53H,18-20H2,1-12H3,(H,44,51)/t24-,25-,26+,28+,29+,30-,31+,33-,41+,42-,43+/m0/s1

HIDE SMILES / InChI

Molecular Formula C43H59NO16
Molecular Weight 845.9257
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED

Bristol-Myers Squibb developed BMS-275183 for cancer indications. BMS 275183 is an inhibitor of tubulin polymerization. The drug participated in phase II clinical trials for patients with non-small cell lung cancer and in phase I for patients with advanced cancer. However, further development has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Preclinical pharmacology of BMS-275183, an orally active taxane.
2001 Jul
The discovery of BMS-275183: an orally efficacious novel taxane.
2003 Oct 1
"Effect of the drug transporters ABCB1, ABCC2, and ABCG2 on the disposition and brain accumulation of the taxane analog BMS-275,183".
2014 Dec

Sample Use Guides

BMS-275183 given orally twice weekly to patients pretreated for locally advanced or metastatic (Non Small Cell Lung Cancer) will show anti-tumor activity in any of the 3 separate cohorts of the patients enrolled
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:24:25 GMT 2023
Edited
by admin
on Fri Dec 15 16:24:25 GMT 2023
Record UNII
UQC681JJIV
Record Status Validated (UNII)
Record Version
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Name Type Language
BMS-275183
Common Name English
BMS 275183 [WHO-DD]
Common Name English
BMS 275183
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1490
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
NCI_THESAURUS C67437
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
Code System Code Type Description
FDA UNII
UQC681JJIV
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
PRIMARY
DRUG BANK
DB12144
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
PRIMARY
SMS_ID
300000042520
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
PRIMARY
PUBCHEM
6918594
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
PRIMARY
CAS
355113-98-3
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
PRIMARY
CAS
406911-32-8
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
SUPERSEDED
NCI_THESAURUS
C62639
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID60193669
Created by admin on Fri Dec 15 16:24:25 GMT 2023 , Edited by admin on Fri Dec 15 16:24:25 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY