BC-3205

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C32H52N2O5S
Molecular Weight	576.831
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C(=O)CC[C@]13CC[C@@H](C)[C@@]2(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)CS[C@H]4CCCN(C4)C(=O)[C@H](N)C(C)C

InChI

InChIKey=AFYOQRIZFPJUAR-KOBPMBMUSA-N

InChI=1S/C32H52N2O5S/c1-8-30(6)16-24(31(7)20(4)11-13-32(21(5)28(30)37)14-12-23(35)27(31)32)39-25(36)18-40-22-10-9-15-34(17-22)29(38)26(33)19(2)3/h8,19-22,24,26-28,37H,1,9-18,33H2,2-7H3/t20-,21+,22+,24-,26-,27+,28+,30-,31+,32+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C32H52N2O5S
Molecular Weight	576.831
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 11:28:26 GMT 2023` Edited by `admin` on `Sat Dec 16 11:28:26 GMT 2023`
Record UNII	RD6BAR4875
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BC-3205

Code

English

ACETIC ACID, 2-(((3S)-1-((2R)-2-AMINO-3-METHYL-1-OXOBUTYL)-3-PIPERIDINYL)THIO)-, (3AS,4R,5S,6S,8R,9R,9AR,10R)-6-ETHENYLDECAHYDRO-5-HYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-3A,9-PROPANO-3AH-CYCLOPENTACYCLOOCTEN-8-YL ESTER

Common Name

English

ACETIC ACID, (((3S)-1-((2R)-2-AMINO-3-METHYL-1-OXOBUTYL)-3-PIPERIDINYL)THIO)-, (3AS,4R,5S,6S,8R,9R,9AR,10R)-6-ETHENYLDECAHYDRO-5-HYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-3A,9-PROPANO-3AH-CYCLOPENTACYCLOOCTEN-8-YL ESTER

Systematic Name

English

Code System Code Type Description

CAS

734526-97-7

Created by admin on Sat Dec 16 11:28:26 GMT 2023 , Edited by admin on Sat Dec 16 11:28:26 GMT 2023

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FDA UNII

RD6BAR4875

Created by admin on Sat Dec 16 11:28:26 GMT 2023 , Edited by admin on Sat Dec 16 11:28:26 GMT 2023

PRIMARY

MANUFACTURER PRODUCT INFORMATION

BC-3205

Created by admin on Sat Dec 16 11:28:26 GMT 2023 , Edited by admin on Sat Dec 16 11:28:26 GMT 2023

PRIMARY

Catalog No.: 202043; Product Name: BC-3205; CAS No.: 734526-97-7

PUBCHEM

44205184

Created by admin on Sat Dec 16 11:28:26 GMT 2023 , Edited by admin on Sat Dec 16 11:28:26 GMT 2023

PRIMARY

Related Record Type Details


					RD6BAR4875

BC-3205

ACTIVE MOIETY

Comments:

Class: Antibacterial; Mechanism of Action: Protein synthesis inhibitor; Highest Development Phase: Phase I Pneumonia, Skin and soft tissue infections and Preclinical Bacterial infections; Most Recent Event: 15 Sep 2009 Antimicrobial, pharmacokinetics & pharmacodynamics data from preclinical & in vitro studies in Bacterial infections presented at the 49th Annual Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC-2009).

Amount:


					RD6BAR4875

BC-3205

ACTIVE MOIETY

Comments:

With a MIC50 value of 0.06 .MU.g/ml and a MIC90 value of 0.12 .MU.g/ml, BC-3205 was the most potent compound tested against S. aureus 100.0% of isolates were inhibited by 0.12 .MU.g/ml. The CA-MRSAisolates (USA300 and USA400 clones) resistant to macrolides and susceptible to the other tested antimicrobial classes were inhibited at BC-3205 concentrations of 0.06 -0.12 .MU.g/ml, identical to that of MSSA isolates.BC-3205 was also shown to be active against the fastidious Gram-negative respiratory pathogens H. influenzae (MIC90, .MU.g/ml) and M. catarrhalis (MIC90, 0.25 .MU.g/ml) irrespective of -lactamase production. BC-3205 exhibited potent activity against C. pneumoniae (MIC range,0.01-0.04 .MU.g/ml), Mycoplasma spp. (MIC range 0.0003-0.04 .MU.g/ml) and L. pneumophilia (MIC90, 0.12 .MU.g/ml),.Overall,BC-3205 was themost potent agent tested against this species. BC-3205 also exhibited potent activity against vancomycin-susceptible and -resistant E. faecium with >90% of isolates being inhibited at 4 .MU.g/ml whereas it was less active against E. faecalis (MIC90, >16 .MU.g/ml). Resistance to vancomycin had no effect on the MIC values obtained for BC-3205.

Amount: