SM2

(1R)-1-(2-THIENYLACETYLAMINO)-1-(3-CARBOXYPHENYL)METHYLBORONIC ACID

Created:	2002-10-23
Last modified:	2024-09-27

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2 entries where SM2 is found as a standalone ligand5 entries where SM2 is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	36
Chiral Atom Count	1
Bond Count	37
Aromatic Bond Count	11

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Chemical Component Summary
Name	(1R)-1-(2-THIENYLACETYLAMINO)-1-(3-CARBOXYPHENYL)METHYLBORONIC ACID
Systematic Name (OpenEye OEToolkits)	3-[(R)-dihydroxyboranyl-(2-thiophen-2-ylethanoylamino)methyl]benzoic acid
Formula	C₁₄ H₁₄ B N O₅ S
Molecular Weight	319.141
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(NC(B(O)O)c1cc(C(=O)O)ccc1)Cc2sccc2
SMILES	CACTVS	3.341	OB(O)[CH](NC(=O)Cc1sccc1)c2cccc(c2)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	B(C(c1cccc(c1)C(=O)O)NC(=O)Cc2cccs2)(O)O
Canonical SMILES	CACTVS	3.341	OB(O)[C@@H](NC(=O)Cc1sccc1)c2cccc(c2)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	B([C@H](c1cccc(c1)C(=O)O)NC(=O)Cc2cccs2)(O)O
InChI	InChI	1.03	InChI=1S/C14H14BNO5S/c17-12(8-11-5-2-6-22-11)16-13(15(20)21)9-3-1-4-10(7-9)14(18)19/h1-7,13,20-21H,8H2,(H,16,17)(H,18,19)/t13-/m0/s1
InChIKey	InChI	1.03	HQLQTGGLHBYZSA-ZDUSSCGKSA-N

Drug Info: DrugBank

DrugBank ID	DB08551
Name	3-{(R)-(Dihydroxyboryl)[(2-thienylacetyl)amino]methyl}benzoic acid
Groups	experimental
Synonyms	3-{(R)-(Dihydroxyboryl)[(2-thienylacetyl)amino]methyl}benzoic acid
CAS number	497258-67-0

Drug Targets

Name	Target Sequence	Pharmacological Action
Beta-lactamase	MFKTTLCALLITASCSTFAAPQQINDIVHRTITPLIEQQKIPGMAVAVIY...	unknown
Beta-lactamase TEM	MSIQHFRVALIPFFAAFCLPVFAHPETLVKVKDAEDQLGARVGYIELDLN...	unknown
Beta-lactamase	MVTKRVQRMMFAAAACIPLLLGSAPLYAQTSAVQQKLAALEKSSGGRLGV...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682