e-Drug3D

973

AMPICILLIN


INN
AMPICILLIN

(is an active metabolite)

cas 69-53-4
CLASS

ANTIINFECTIVES
ANTIBACTERIAL
ANTIBIOTIC
PENICILLINS
INHIBITION OF CELL WALL MUCOPEPTIDE BIOSYNTHESIS BUT DEGRADED BY BETA-LACTAMASES

ROUTE (list)

INJECTION INTRAVENOUS ORAL

ATC code

J01CA01
S01AA19
J01CR01
J01CA51

PK parameters

Tmax 0.25 HOUR
VD 14 LITER (65 KILOGRAM)
Cl 10.9 LITER / HOUR (65 KILOGRAM)
PPB 28 PERCENT
t1/2 1 HOUR

Solubility

FREELY SOLUBLE IN WATER


Target

TARGET PENICILLIN-BINDING PROTEINS 1A/1B

PDB
3NDV (CRYSTAL STRUCTURE OF THE N-TERMINAL BETA-AMINOPEPTIDASE BAPA IN COMPLEX WITH AMPICILLIN)

Ligand code = AIC (link to the list of PDB complexes)

Download experimental 3D coordinates of AIC with added hydrogens

DrugCentral

Bacterial penicillin-binding protein UNIPROT P02918 mrcA

Download SDF file (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

Formula:
C16H19N3O4S

Calculated chemical properties:

MW 348.40
NB_atoms 24
XLogP -1.02
PSA 109.169
NB_HD 3
NB_HA 7
fsp3 0.44
Lipinski(0=no;1=yes) 1

FDA
NDA 050309 (pdf not found) INN (AMPICILLIN SODIUM) POLYCILLIN-N (BRISTOL) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060626 (pdf not found) INN (AMPICILLIN SODIUM) OMNIPEN-N (WYETH AYERST) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060677 (pdf not found) INN (AMPICILLIN SODIUM) TOTACILLIN-N (GLAXOSMITHKLINE) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 061936 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (CONSOLIDATED PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062565 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (LILLY) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062634 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (INTL MEDICATION) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062718 (pdf not found) INN (AMPICILLIN SODIUM) OMNIPEN-N (WYETH AYERST) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062860 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 050019 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PENBRITIN (WYETH AYERST) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 050056 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PRINCIPEN '250' (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 050093 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) POLYCILLIN (BRISTOL) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 050308 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) POLYCILLIN (BRISTOL) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 050310 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) POLYCILLIN (BRISTOL) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 050457 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE ; PROBENECID) POLYCILLIN-PRB (BRISTOL) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 050488 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE ; PROBENECID) PRINCIPEN W/ PROBENECID (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060060 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) TOTACILLIN (GLAXOSMITHKLINE) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060127 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PRINCIPEN '250' (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060625 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) OMNIPEN AMPICILLIN (WYETH AYERST) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060765 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (IVAX SUB TEVA PHARMS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060908 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PENBRITIN (WYETH AYERST) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 061387 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (VITARINE) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 061755 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (MYLAN) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 061829 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (MYLAN) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 061853 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (PUREPAC PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062030 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMCILL (PARKE DAVIS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062041 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMCILL (PARKE DAVIS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062150 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE ; PROBENECID) PRINCIPEN W/ PROBENECID (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062151 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PRINCIPEN '125' (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062157 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PRINCIPEN '500' (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062208 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (LEDERLE) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 062297 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) POLYCILLIN (APOTHECON) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 060624 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) OMNIPEN AMPICILLIN (WYETH AYERST) APPROVAL= AP YEAR= 1965 DISCONTINUED
NDA 050072 (pdf not found) INN (AMPICILLIN SODIUM) PENBRITIN-S (WYETH AYERST) APPROVAL= AP YEAR= 1966 DISCONTINUED
NDA 060666 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) TOTACILLIN (GLAXOSMITHKLINE) APPROVAL= AP YEAR= 1970 DISCONTINUED
NDA 061395 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (SANDOZ) APPROVAL= AP YEAR= 1971
NDA 061370 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (TEVA) APPROVAL= AP YEAR= 1971 DISCONTINUED
NDA 061392 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PRINCIPEN (BRISTOL MYERS SQUIBB) APPROVAL= AP YEAR= 1971 DISCONTINUED
NDA 061394 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PRINCIPEN (APOTHECON) APPROVAL= AP YEAR= 1971 DISCONTINUED
NDA 061502 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (CHARTWELL RX) APPROVAL= AP YEAR= 1971 DISCONTINUED
NDA 061741 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE ; PROBENECID) PROBAMPACIN (COSETTE) APPROVAL= AP YEAR= 1973 DISCONTINUED
NDA 061601 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (BELCHER PHARMS) APPROVAL= AP YEAR= 1974 DISCONTINUED
NDA 061602 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (BELCHER PHARMS) APPROVAL= AP YEAR= 1974 DISCONTINUED
NDA 061898 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE ; PROBENECID) POLYCILLIN-PRB (APOTHECON) APPROVAL= AP YEAR= 1974 DISCONTINUED
NDA 061980 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (PUREPAC PHARM) APPROVAL= AP YEAR= 1976 DISCONTINUED
NDA 062049 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PFIZERPEN-A (PFIZER) APPROVAL= AP YEAR= 1977 DISCONTINUED
NDA 062050 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PFIZERPEN-A (PFIZER) APPROVAL= AP YEAR= 1977 DISCONTINUED
NDA 062212 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) TOTACILLIN (GLAXOSMITHKLINE) APPROVAL= AP YEAR= 1979 DISCONTINUED
NDA 062223 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) TOTACILLIN (GLAXOSMITHKLINE) APPROVAL= AP YEAR= 1979 DISCONTINUED
NDA 050608 (label) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) UNASYN (PFIZER) APPROVAL= AP YEAR= 1986
NDA 062692 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HIKMA) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 062727 (pdf not found) INN (AMPICILLIN SODIUM) TOTACILLIN-N (GLAXOSMITHKLINE) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 062719 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 1987
NDA 062738 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (SANDOZ) APPROVAL= AP YEAR= 1987
NDA 062816 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (WATSON LABS INC) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 062901 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) UNASYN (PFIZER) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 062994 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (WATSON LABS INC) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 062882 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (STRIDES PHARMA) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 062883 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (STRIDES PHARMA) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 062888 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) PRINCIPEN (APOTHECON) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 062982 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (PH HEALTH) APPROVAL= AP YEAR= 1989 DISCONTINUED
NDA 062772 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HQ SPECLT PHARMA) APPROVAL= AP YEAR= 1993
NDA 062797 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 1993
NDA 063139 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HANFORD GC) APPROVAL= AP YEAR= 1993 DISCONTINUED OBSOLETE
NDA 063140 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HANFORD GC) APPROVAL= AP YEAR= 1993 OBSOLETE
NDA 063141 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HANFORD GC) APPROVAL= AP YEAR= 1993 DISCONTINUED OBSOLETE
NDA 063142 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HQ SPECLT PHARMA) APPROVAL= AP YEAR= 1993
NDA 063143 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HANFORD GC) APPROVAL= AP YEAR= 1993 DISCONTINUED OBSOLETE
NDA 063145 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HANFORD GC) APPROVAL= AP YEAR= 1993 OBSOLETE
NDA 063146 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HANFORD GC) APPROVAL= AP YEAR= 1993 OBSOLETE
NDA 063147 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HANFORD GC) APPROVAL= AP YEAR= 1993 DISCONTINUED
NDA 064082 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (SANDOZ) APPROVAL= AP YEAR= 1995
NDA 065074 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (HIKMA) APPROVAL= AP YEAR= 2002 DISCONTINUED
NDA 065076 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (HIKMA) APPROVAL= AP YEAR= 2002
NDA 065176 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (HQ SPECLT PHARMA) APPROVAL= AP YEAR= 2005
NDA 065188 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (HQ SPECLT PHARMA) APPROVAL= AP YEAR= 2005
NDA 065222 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 2005
NDA 065240 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (SANDOZ) APPROVAL= AP YEAR= 2006
NDA 065241 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (SANDOZ) APPROVAL= AP YEAR= 2006
NDA 065310 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (SANDOZ) APPROVAL= AP YEAR= 2006
NDA 065314 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 2006
NDA 065316 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (MEDIMETRIKS PHARMS) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 065403 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ACS DOBFAR) APPROVAL= AP YEAR= 2009
NDA 065406 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ACS DOBFAR) APPROVAL= AP YEAR= 2009
NDA 090354 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ANTIBIOTICE) APPROVAL= AP YEAR= 2009
NDA 065493 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2010
NDA 065499 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2010
NDA 090339 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2010
NDA 090340 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 090349 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (EUGIA PHARMA SPECLTS) APPROVAL= AP YEAR= 2010
NDA 090375 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (HOSPIRA INC) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090646 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (HOSPIRA INC) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090653 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (HOSPIRA INC) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 090884 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ACS DOBFAR SPA) APPROVAL= AP YEAR= 2013 DISCONTINUED
NDA 090889 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ACS DOBFAR SPA) APPROVAL= AP YEAR= 2013
NDA 201404 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ISTITUTO BIO ITA SPA) APPROVAL= AP YEAR= 2013
NDA 201024 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ONESOURCE SPECIALTY) APPROVAL= AP YEAR= 2014
NDA 201025 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ONESOURCE SPECIALTY) APPROVAL= AP YEAR= 2014
NDA 202197 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ONESOURCE SPECIALTY) APPROVAL= AP YEAR= 2014
NDA 202198 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (ONESOURCE SPECIALTY) APPROVAL= AP YEAR= 2014
NDA 090581 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (SAGENT PHARMS INC) APPROVAL= AP YEAR= 2015
NDA 090583 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (SAGENT PHARMS INC) APPROVAL= AP YEAR= 2015
NDA 201406 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ANTIBIOTICE) APPROVAL= AP YEAR= 2015
NDA 202864 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HOSPIRA) APPROVAL= AP YEAR= 2015 DISCONTINUED
NDA 202865 (pdf not found) INN (AMPICILLIN SODIUM) AMPICILLIN SODIUM (HOSPIRA) APPROVAL= AP YEAR= 2015 DISCONTINUED
NDA 090578 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ASTRAL) APPROVAL= AP YEAR= 2016 DISCONTINUED
NDA 090579 (pdf not found) INN (AMPICILLIN SODIUM ; SULBACTAM SODIUM) AMPICILLIN AND SULBACTAM (ASTRAL) APPROVAL= AP YEAR= 2016 DISCONTINUED
NDA 216554 (pdf not found) INN (AMPICILLIN/AMPICILLIN TRIHYDRATE) AMPICILLIN TRIHYDRATE (AUROBINDO PHARMA) APPROVAL= AP YEAR= 2023

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL