Ligand
Ligand Name:   meropenem
Ligand Type:   non-polymer
Ligand ID:   COVPDB724 PubChem:   441130
Synonym(s):  
  •   96036-03-2
  • merrem
  • meropenem anhydrous
  • meropenemum
  • antibiotic sm 7338
  • meronem
  • sm-7338
  • 119478-56-7
  • mepm
  • unii-yop6px0bao
  • chebi:43968
  • meropenemum [inn-latin]
  • (4r,5s,6s)-3-[(3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • meropenem (inn)
  • meropenem [inn]
  • meropenem hydrate
  • yop6px0bao
  • merrem i.v.
  • ici-194660
  • (4r,5s,6s)-3-(((3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-((r)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (4r,5s,6s)-3-{[(3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • 96036-03-2 (free)
  • sm 7338
  • (4r,5s,6s)-3-{[(3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • ici 194,660
  • ncgc00016962-01
  • ici 194660
  • dsstox_cid_25526
  • dsstox_rid_80930
  • dsstox_gsid_45526
  • meropen
  • (1r,5s,6s)-2-[(3s,5s)-5-dimethylaminocarbonylpyrrolidin-3-ylthio]-6-[(r)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid
  • (4r,5s,6s)-3-[[(3s,5s)-5-[(dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • meronem (tn)
  • cas-96036-03-2
  • mfcd08600005
  • merrem i.v. (tn)
  • sr-01000762894
  • hsdb 8019
  • merrem iv
  • meropenem,(s)
  • (4r,5s,6s)-3-[[(3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio]-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • m2279
  • brn 6940582
  • pubchem17275
  • meropenem (closed form)
  • prestwick0_001106
  • prestwick1_001106
  • prestwick2_001106
  • prestwick3_001106
  • chembl127
  • epitope id:195064
  • schembl34442
  • bspbio_001212
  • (1r,5s,6s)-2-[(3s,5s)-5-(dimethylaminocarbonyl)pyrrolidin-3-ylthio]-6-[(r)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid trihydrate
  • mls001401437
  • bidd:gt0851
  • 4-methyl-7-oxo-1-azabicyclo
  • spbio_003086
  • bpbio1_001334
  • meropenem with sodium carbonate
  • dtxsid7045526
  • gtpl10829
  • hms1571m14
  • hms2051g08
  • hms2090c05
  • hms2098m14
  • hms3715m14
  • 1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-(((3s,5s)-5-((dimethylamino)carbonyl)-3-pyrrolidinyl)thio)-6-((1r)-1-hydroxyethyl)-4-methyl-7-oxo-, (4r,5s,6s)-
  • amy22192
  • zinc3808779
  • 96036-03-2 (anhydr.)
  • tox21_110715
  • tox21_113794
  • bdbm50129062
  • akos015920140
  • tox21_110715_1
  • ccg-100850
  • cs-1865
  • db00760
  • ks-5224
  • nc00100
  • [3.2.0]hept-2-ene-2-carboxylic acid
  • ncgc00179259-01
  • ncgc00179259-06
  • ncgc00179259-17
  • ncgc00253670-01
  • ncgc00262579-02
  • (6s)-2-{[(3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1r)-1-hydroxyethyl]-1beta-methyl-2,3-didehydro-1-carbapenam-3-carboxylic acid
  • hy-13678
  • smr000469184
  • ab0012458
  • ab00514051
  • d08185
  • j10087
  • m05727
  • s-3680
  • ab00514051-02
  • ab00698370-05
  • pyrrolidin-3-ylthio)-6-((r)-1-hydroxyethyl)-
  • 036m032
  • q421670
  • (4r,5s,6s)-3-((3s,5s)-5-(dimethylcarbamoyl)
  • sr-01000762894-3
  • sr-01000762894-4
  • meropenem trihydrate, antibiotic for culture media use only
  • (1r,5s,6s)-2-[(3s,5s)-5-(dimethylaminocarbonyl)pyrrolidin-3-ylthio]-6-[(r)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid
  • (4r,5s,6s)-3-((3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-ylthio)-6-((r)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (4r,5s,6s)-3-[[(3s,5s)-5-(dimethylaminocarbonyl)-3-pyrrolidinyl]thio]-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (4r,6s)-3-((3s,5s)-5-(dimethylcarbamoyl)pyrrolidin-3-ylthio)-6-((r)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • 1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 3-((5-((dimethylamino)carbonyl)-3-pyrrolidinyl)thio)-6-(1-hydroxyethyl)-4-methyl-7-oxo-, (4r-(3(s*,5s*),4-alpha,5-beta,6-beta(r*)))-
show 110 synonym(s)
DrugBank:   DB00760 ChEMBL:   CHEMBL127
Canonical SMILES:   C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)=C(N2C1=O)C(O)=O
Standard InChI:   InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1
Molecular Formula:   C17H25N3O5S Mol. Weight:   383.1515 logP:   -0.308
HBD:   3 HBA:   6
#Rotatable Bonds:   5 TPSA:   110.18

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
Beta-lactamase Q51400 (Q51400_PSEAI) Pseudomonas aeruginosa 1H8Y MER IC50 : 20 nM PDBBind SHOW
Beta-lactamase OXA-23 Q9L4P2 (Q9L4P2_ACIBA) Acinetobacter baumannii 6N6V KE1
-
-
SHOW
L,D-transpeptidase 2 I6Y9J2 (LDT2_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 4QR7 DWZ
-
-
SHOW
Beta-lactamase Q6XEC0 (Q6XEC0_KLEPN) Klebsiella pneumoniae 6PT1 MER
-
-
SHOW
Peptidoglycan D,D-transpeptidase FtsI G3XD46 (FTSI_PSEAE) Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1) 3PBR MER
-
-
SHOW
D-alanyl-D-alanine carboxypeptidase DacB1 O53380 (DACB1_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 4PPR MER
-
-
SHOW
Penicillin-binding protein PbpB L0T911 (PBPB_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 6KGS MER
-
-
SHOW
Beta-lactamase Q6JP75 (Q6JP75_SERFO) Serratia fonticola 4EV4 MER
-
-
SHOW
Beta-lactamase Q6XEC0 (Q6XEC0_KLEPN) Klebsiella pneumoniae 6P98 KE1
-
-
SHOW
Beta-lactamase SHV-1 P0AD64 (BLA1_KLEPN) Klebsiella pneumoniae 2ZD8 MER
-
-
SHOW
D-alanyl-D-alanine carboxypeptidase DacA P0AEB2 (DACA_ECOLI) Escherichia coli (strain K12) 6NTZ MXR
-
-
SHOW
L,D-transpeptidase 2 O53223 (LDT2_MYCTO) Mycobacterium tuberculosis (strain CDC 1551 / Oshkosh) 4GSU DWZ
-
-
SHOW
Beta-lactamase OXA-23 Q9L4P2 (Q9L4P2_ACIBA) Acinetobacter baumannii 4JF4 MER
-
-
SHOW
Beta-lactamase Q93PQ0 (Q93PQ0_9ENTR) Citrobacter sedlakii 3BFG MER
-
-
SHOW
Beta-lactamase A0A386YIZ1 (A0A386YIZ1_ECOLX) Escherichia coli 6SKQ MER
-
-
SHOW
Beta-lactamase P9WKD3 (BLAC_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 3DWZ DWZ
-
-
SHOW
Beta-lactamase P00808 (BLAC_BACLI) Bacillus licheniformis 4N9L DWZ
-
-
SHOW
Regulatory protein BlaR1 P18357 (BLAR_STAAU) Staphylococcus aureus 3Q82 MER
-
-
SHOW
L,D-transpeptidase 2 I6Y9J2 (LDT2_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 3VYP MXR
-
-
SHOW