AIC

(2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID

Created:	2001-02-17
Last modified:	2020-06-05

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9 entries where AIC is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	43
Chiral Atom Count	4
Bond Count	45
Aromatic Bond Count	6

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Chemical Component Summary
Name	(2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID
Synonyms	AMPICILLIN; D(-)-ALPHA-AMINOBENZYLPENICILLIN; 6-[D(-)-ALPHA-AMINOPHENYLLACETAMIDO]PENICILLANIC ACID
Systematic Name (OpenEye OEToolkits)	(2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-ethanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Formula	C₁₆ H₁₉ N₃ O₄ S
Molecular Weight	349.405
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C2N3C(=O)C(NC(=O)C(c1ccccc1)N)C3SC2(C)C
SMILES	CACTVS	3.341	CC1(C)S[CH]2[CH](NC(=O)[CH](N)c3ccccc3)C(=O)N2[CH]1C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC1(C(N2C(S1)C(C2=O)NC(=O)C(c3ccccc3)N)C(=O)O)C
Canonical SMILES	CACTVS	3.341	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c3ccccc3)N)C(=O)O)C
InChI	InChI	1.03	InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
InChIKey	InChI	1.03	AVKUERGKIZMTKX-NJBDSQKTSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00415 ?
Name	Ampicillin
Groups	approved vet_approved
Description	Ampicillin is a semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.
Synonyms	AP Ampicilina Ampicillin acid ABPC Ampicillinum Ampicillin trihydrate Ampicillin sodium Ampicillin, anhydrous Anhydrous ampicillin Ampicilline Ampicillin D-(?)-ampicillin Ampicillin anhydrous D-(?)-6-(α-aminophenylacetamido)penicillanic acid Ampicillin (anhydrous) Aminobenzylpenicillin
Brand Names	Ampicillin Sodium and Sulbactam Sodium Ampicin Inj 1gm Penbritin Cap 250mg Apo Ampi Liq 250mg/5ml Sterile Ampicillin Sodium 250mg USP Ampicillin Sodium for Injection, BP Penbritin Inj 1000mg Ampicillin Sodium for Injection, USP Pro Ampi 250 Cap 250mg Taro-ampicillin Cap 250mg Ampicillin sodium Ampicin Inj 125mg/vial Ampicillin for Injection Nu-ampi Sus 125mg/5ml Unasyn Jaa Amp Tab 125mg Ampicin Inj 2000mg Apo Ampi Capsules 250mg Ampicillin and Sulbactam Ampicillin Trihydrate Penbritin-1000 Pws 1000mg/vial AMPICILLIN and SULBACTAM Ampicillin Sodium for Injection BP Ampicin for Injection 250mg Penbritin Inj 2000mg Penbritin Inj 250mg Penbritin-250 Pws Im/iv 250mg/vial Pro Ampi 500 Cap 500mg Nu-ampi Suspension 250mg/5ml Apo Ampi Liq 125mg/5ml Ampicillin Sodium Ampicillin for Injection, USP Pro Biosan Kit Penbritin-125 Pws 125mg/vial Ampicillin Novo-ampicillin Pws 500mg/5ml Nu-ampi Capsules 250mg Penbritin Cap 500mg Teva-ampicillin Nu-ampi Capsules 500mg Novo-ampicillin Sus 125mg/5ml Novo-ampicillin Sus 250mg/5ml Ampicin Inj 500mg Penbritin Pws 250mg/5ml Taro-ampicillin Cap 500mg Penbritin Inj 500mg Apo Ampi Capsules 500mg
Indication	For treatment of infection (Respiratory, GI, UTI and meningitis) due to E. coli, P. mirabilis, enterococci, Shigella, S. typhosa and other Salmonella, nonpenicillinase-producing N. gononhoeae, H. influenzae, staphylococci, streptococci including streptoc
Categories	Amides Aminopenicillins Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use Beta-Lactam Antibacterials beta-Lactams Drugs that are Mainly Renally Excreted Heterocyclic Compounds, Fused-Ring Lactams Ophthalmologicals Penicillin G Penicillins Penicillins With Extended Spectrum Sensory Organs Sulfur Compounds
ATC-Code	J01CR50 J01CA51 J01CA01 S01AA19
CAS number	69-53-4

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Penicillin-binding protein 2a	MKLDKLFEKFLSLFKKETSELEDSDSTILRRSRSDRKKLAQVGPIRKFWR...	unknown	inhibitor
Penicillin-binding protein 1b	MQNQLNELKRKMLEFFQQKQKNKKSARPGKKGSSTKKSKTLDKSAIFPAI...	unknown	inhibitor
Penicillin-binding protein 3	MKKIFLTLLTVSLLGGASTAVAQDFTIAAKHAIAVEANTGKILYEKDATQ...	unknown	inhibitor
Penicillin-binding protein 1A	MNKPTILRLIKYLSISFLSLVIAAIVLGGGVFFYYVSKAPSLSESKLVAT...	unknown	inhibitor
Penicillin-binding protein 2B	MRKFNSHSIPIRLNLLFSIVILLFMTIIGRLLYMQVLNKDFYEKKLASAS...	unknown	inhibitor
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown
Angiopoietin-1 receptor	MDSLASLVLCGVSLLLSGTVEGAMDLILINSLPLVSDAETSLTCIASGWR...	unknown
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	other/unknown
Organic cation/carnitine transporter 2	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier family 15 member 1	MGMSKSHSFFGYPLSIFFIVVNEFCERFSYYGMRAILILYFTNFISWDDN...	unknown	inhibitor
Solute carrier family 15 member 2	MNPFQKNESKETLFSPVSIEEVPPRPPSPPKKPSPTICGSNYPLSIAFIV...	unknown	inhibitor
Monocarboxylate transporter 1	MPPAVGGPVGYTPPDGGWGWAVVIGAFISIGFSYAFPKSITVFFKEIEGI...	unknown
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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