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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

COC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@]3(C)[C@@H]2[C@H](OC(=O)C4=CC=CC=C4)[C@]5(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)C3=O)C5(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 11 / 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
"Effect of the drug transporters ABCB1, ABCC2, and ABCG2 on the disposition and brain accumulation of the taxane analog BMS-275,183".
2014-12
The discovery of BMS-275183: an orally efficacious novel taxane.
2003-10-01
Preclinical pharmacology of BMS-275183, an orally active taxane.
2001-07

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 Mon Mar 31 18:27:03 GMT 2025
Edited
by admin
on Mon Mar 31 18:27:03 GMT 2025
Record UNII
UQC681JJIV
Record Status Validated (UNII)
Record Version
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Name Type Language
BMS-275183
Common Name English
BMS 275183
Preferred Name English
BMS 275183 [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1490
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
NCI_THESAURUS C67437
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
Code System Code Type Description
FDA UNII
UQC681JJIV
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
PRIMARY
DRUG BANK
DB12144
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
PRIMARY
SMS_ID
300000042520
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
PRIMARY
PUBCHEM
6918594
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
PRIMARY
CAS
355113-98-3
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
PRIMARY
CAS
406911-32-8
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
SUPERSEDED
NCI_THESAURUS
C62639
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
PRIMARY
EPA CompTox
DTXSID60193669
Created by admin on Mon Mar 31 18:27:03 GMT 2025 , Edited by admin on Mon Mar 31 18:27:03 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY