COVPDB

Ligand

Ligand Name: AMPICILLIN
Ligand Type: non-polymer
Ligand ID: COVPDB493	PubChem: 6249
Synonym(s): 69-53-4 aminobenzylpenicillin ampicillin acid amcill polycillin principen omnipen ampicilline penbritin pentrexyl synpenin tokiocillin totacillin novo-ampicillin anhydrous ampicillin d-ampicillin d-(-)-ampicillin adobacillin amblosin ampichel ampicilina ampicillinum ampifarm ampipenin ampiscel amplacilina amplipenyl amplisom amplital bonapicillin britacil campicillin copharcilin delcillin divercillin doktacillin duphacillin grampenil guicitrina lifeampil norobrittin orbicilina penbristol penbrock penicline pentrexl princillin racenacillin rosampline roscillin semicillin servicillin sumipanto texcillin totalciclina trifacilina ultrabion ultrabron viccillin acillin amfipen ampicil ampikel ampimed ampisyn ampivax ampivet amplin binotal morepen nuvapen penimic pensyn pentrex ponecil tolomol totapen vampen cimex supen ampicillin anhydrate ampicillin anhydrous pfizerpen a amipenix s ampi-bol sk-ampicillin amfipen v pen ampil qidamp ampi-tab d-cillin olin kid ro-ampen ampi-co austrapen pen a ampicillina [dcit] bayer 5427 d-(-)-alpha-aminobenzylpenicillin abpc ampicilina [inn-spanish] ampicilline [inn-french] ampicillinum [inn-latin] ampicin d-(-)-alpha-aminopenicillin deripen wypicil alpen ampicillin a polycillin-n totacillin-n penbritin-s ay-6108 omnipen-n brl 1341 penbritin syrup semicillin r d-(-)-6-(alpha-aminophenylacetamido)penicillanic acid p-50 ks-r1 penbritin paediatric nsc-528986 ab-pc brl-1341 6-(d(-)-alpha-aminophenylacetamido)penicillanic acid guicitrine ampen nsc 528986 ab-pc sol ampicillin, anhydrous unii-7c782967rd c16h19n3o4s chebi:28971 mfcd00005175 alpha-aminobenzylpenicillin 6-(d-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid mls000028405 (2s,5r,6r)-6-{[(2r)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ampicillina hi 63 ukapen pfizerpen-a wy-5103 ampi 7c782967rd (2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid p 50 sq 17382 penicillin, (aminophenylmethyl)- smr000058352 ampicillin base dsstox_cid_2602 ay 6108 dsstox_rid_76654 dsstox_gsid_22602 (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid (2s,5r,6r)-6-[(r)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid polyflex (veterinary) ampicillanyl ampicillin [usan:ban:inn:jan] cas-69-53-4 (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 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2r)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, trihydrate,(2s,5r,6r)- omnipen (tn) totacillin (sodium) ba 7305 hsdb 3009 ampicillin/ampicillin trihydrate ampicillin (usp/inn) einecs 200-709-7 vidopen vidocillin marcillin pentritin nsc528986 d-(-)-.alpha.-aminobenzylpenicillin ampicillin,(s) ncgc00018160-02 (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2s,5r,6r)-6-[[(2r)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2alpha,5alpha,6beta(s*)))- ampicillin [usan:usp:inn:ban:jan] ampicillin (anhydrous) spectrum_000050 1h8s ay 6108 d-a-aminobenzylpenicillin opera_id_1630 prestwick0_000114 prestwick1_000114 prestwick2_000114 prestwick3_000114 spectrum2_000769 spectrum3_000301 spectrum4_000149 spectrum5_000814 chembl174 epitope id:115008 epitope id:116057 ec 200-709-7 schembl3526 bspbio_000128 bspbio_001862 kbiogr_000598 kbioss_000430 anhydrous ampicillin (jp17) mls001074168 bidd:gt0184 divk1c_000466 spbio_000818 spbio_002067 ampicillin, analytical standard bpbio1_000142 dtxsid4022602 chebi:53713 gtpl10896 kbio1_000466 kbio2_000430 kbio2_002998 kbio2_005566 kbio3_001362 ninds_000466 hms2090i11 hms2233h23 ampicillin acid; principen; amcill hy-b0522 zinc3830218 tox21_113049 tox21_301416 bdbm50350465 sbb063111 akos015888156 tox21_113049_1 ac-8805 db00415 va10275 wy 5103 6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid idi1_000466 smp1_000211 ncgc00023282-05 ncgc00023282-06 ncgc00023282-21 ncgc00178944-03 ncgc00248937-01 ncgc00255127-01 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, d-(-)- st077148 sbi-0051283.p003 6-(a-aminophenylacetamido)penicillanic acid c06574 d00204 ampicillin anhydrous, pharmaceutical grade q244150 6-d(-)-alpha-aminophenylacetamido-penicillanic acid brd-k68432770-001-08-0 ampicillin, anhydrous, 96.0-100.5% (anhydrous basis) ampicillin, united states pharmacopeia (usp) reference standard anhydrous ampicillin, british pharmacopoeia (bp) reference standard ampicillin, anhydrous, european pharmacopoeia (ep) reference standard (2s,5r,6r)-6-[(2r)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (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 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2r)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s,5r,6r)- 6-((2r)-2-amino-2-phenylacetylamino)(2s,5r,6r)-3,3-dimethyl-7-oxo-4-thia-1-aza bicyclo[3.2.0]heptane-2-carboxylic acid 6-((2r)-2-amino-2-phenylacetylamino)(2s,5r,6r)-3,3-dimethyl-7-oxo-4-thia-1-aza bicyclo[3.2.0]heptane-2-carboxylic acid, oxamethane, oxamethane, oxamethane 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9ci ampicillin; d(-)-alpha-aminobenzylpenicillin; 6-[d(-)-alpha-aminophenyllacetamido]penicillanic acid show 266 synonym(s)
DrugBank: DB00415	ChEMBL: CHEMBL174
Canonical SMILES: CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(O)=O
Standard InChI: 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
Molecular Formula: C16H19N3O4S	Mol. Weight: 349.10962	logP: 0.3181
HBD: 3	HBA: 5
#Rotatable Bonds: 4	TPSA: 112.73

Bound Proteins
Protein Name	Uniprot ID/ACC	Organism	PDB ID	HET Code	Binding Affinity	Binding Database	Complex Card
Penicillin-binding protein PbpB	L0T911 (PBPB_MYCTU)	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	6KGW	AIX	-	-	SHOW
D-alanyl-D-alanine carboxypeptidase DacC	P08506 (DACC_ECOLI)	Escherichia coli (strain K12)	3ITA	AIX	-	-	SHOW
Beta-lactamase OXA-10	P14489 (BLO10_PSEAI)	Pseudomonas aeruginosa	2WKH	ZZ7	-	-	SHOW
DD-transpeptidase	Q8Y547 (Q8Y547_LISMO)	Listeria monocytogenes serovar 1/2a (strain ATCC BAA-679 / EGD-e)	3ZG8	AIX	-	-	SHOW
D-alanyl-D-alanine carboxypeptidase DacB	P24228 (DACB_ECOLI)	Escherichia coli (strain K12)	2EX6	AIX	-	-	SHOW
Penicillin-binding protein 4	A8E0K8 (A8E0K8_HAEIF)	Haemophilus influenzae	3A3I	AIX	-	-	SHOW
Lmo2812 protein	Q8Y3M3 (Q8Y3M3_LISMO)	Listeria monocytogenes serovar 1/2a (strain ATCC BAA-679 / EGD-e)	5ZQC	AIX	-	-	SHOW
Beta-lactamase	P9WKD3 (BLAC_MYCTU)	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	3N8L	AIX	-	-	SHOW