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Compound Detail

CHEMBL148

IMIPENEM ANHYDROUS
💊 Approved Drug
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💊 Approved Drug
C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(SCCNC=N)C[C@H]12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL148
Name IMIPENEM ANHYDROUS
Phase Approved
Structure Type MOL
InChI Key ZSKVGTPCRGIANV-ZXFLCMHBSA-N
Therapeutic ✓ Yes

Known Names

Imipenem (anhydrous) Imipenem anhydrous
5
Targets
10
Activities
2
Assay Types
30
PK Parameters
20
Publications
2
Known Names

Molecular Properties

299.4
MW (Da)
-0.18
ALogP
5
HBA
4
HBD
113.7
PSA (Ų)
0.22
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1985
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -penem
USAN Year 1983

Extended Properties

Molecular Formula C12H17N3O4S
MW 299.35
Aromatic Rings 0
Heavy Atoms 20
NP-Likeness 0.89

Activity Summary

IC50 8 meas. best 8.0
Ki 2 meas. best 7.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Escherichia coli
CHEMBL354
 IC50 8.0 8.0 10.0 1
PER-2 beta-lactamase
CHEMBL5303
 Ki 7.22 7.22 60.0 1
Beta-lactamase GES-13
CHEMBL1250341
 IC50 6.82 6.82 150.0 1
Unchecked
CHEMBL612545
 IC50 6.52 6.1267 300.0 3
Streptococcus pneumoniae
CHEMBL347
 IC50 6.3 5.96 500.0 3
Unchecked
CHEMBL612545
 Ki 4.72 4.72 19000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 24790.0 ng.hr.mL-1 Cercopithecidae
AUC 5500.0 ng.hr.mL-1 Rattus norvegicus
AUC 11290.0 ng.hr.mL-1 Mus musculus
AUC 50450.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 5500.0 ng.hr.mL-1 Rattus norvegicus
CL 6.72 mL.min-1.kg-1 Cercopithecidae
CL 61.5 mL.min-1.kg-1 Rattus norvegicus
CL 12.3 L/hr Homo sapiens
CL 1.5 mL.min-1.kg-1 Homo sapiens
CL 3.0 mL.min-1.kg-1 Homo sapiens
CL 17.0 mL.min-1.kg-1 Rattus norvegicus
CL 3.0 mL.min-1.kg-1 Homo sapiens
CL 10.7 L/hr Homo sapiens
CL 61.5 mL.min-1.kg-1 Rattus norvegicus
Cmax 77668.28 nM Mus musculus
Cmax 84683.48 nM Oryctolagus cuniculus
Cmax 180056.79 nM Rattus norvegicus
Cmax 173041.59 nM Rattus norvegicus
Cmax 22047.77 nM Homo sapiens
Fu 0.86 - Homo sapiens
Fu 0.86 - Homo sapiens
MRT 1.3 hr Homo sapiens
T1/2 0.6 hr Cercopithecidae
T1/2 1.667 hr Homo sapiens
T1/2 0.05767 hr Rattus norvegicus
T1/2 0.003 hr Sus scrofa
T1/2 0.26 hr Mus musculus
T1/2 1.74 hr Oryctolagus cuniculus
T1/2 0.2883 hr Rattus norvegicus
T1/2 0.2933 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Escherichia coli IC50 = 10.0 nM 8.0 Inhibitory concentration against purified penicillin-binding protein(PBP) 1bgamm... 8627610
PER-2 beta-lactamase Ki = 60.0 nM 7.22 Inhibition of Citrobacter freundii PER2 beta lactamase 17438050
Beta-lactamase GES-13 IC50 = 150.0 nM 6.82 Inhibition of Pseudomonas aeruginosa GES-13 beta lactamase 20065056
Unchecked IC50 = 300.0 nM 6.52 Antibacterial activity expressed as binding to PBP 1a of Pseudomonas aeruginosa 15109638
Streptococcus pneumoniae IC50 = 500.0 nM 6.3 Inhibitory concentration against purified PBP2x from Streptococcus pneumoniae 8627610
Streptococcus pneumoniae IC50 = 500.0 nM 6.3 Inhibitory concentration against purified cephalosporin-resistant PBP2x.505 from... 8627610
Unchecked IC50 = 600.0 nM 6.22 Antibacterial activity expressed as binding to PBP 1b of Pseudomonas aeruginosa 15109638
Unchecked IC50 = 2300.0 nM 5.64 Antibacterial activity expressed as binding to PBP 5 of Pseudomonas aeruginosa 15109638
Streptococcus pneumoniae IC50 = 5300.0 nM 5.28 Inhibitory concentration against purified cephalosporin-resistant PBP2x.604 from... 8627610
Unchecked Ki = 19000.0 nM 4.72 Activity at Escherichia coli DH10B beta-lactamase KPC-2 by diode array spectroph... 20008772

Literature References

PubMed DOI Target Context # Activities
17261619 10.1128/aac.01278-06 Pseudomonas aeruginosa 109
20679510 10.1128/aac.00257-10 Pseudomonas aeruginosa 87
20308376 10.1128/aac.00033-10 Pseudomonas aeruginosa 75
20308376 10.1128/aac.00033-10 Acinetobacter baumannii 75
20308376 10.1128/aac.00033-10 Klebsiella pneumoniae 75
20308376 10.1128/aac.00033-10 Escherichia coli 75
19738025 10.1128/aac.00574-09 Pseudomonas aeruginosa 64
19307366 10.1128/aac.01531-08 Streptococcus pneumoniae 55
17876003 10.1128/aac.00827-07 Streptococcus pneumoniae 53
20498315 10.1128/aac.00080-10 Pseudomonas aeruginosa 51
29336873 10.1016/j.bmcl.2018.01.006 Escherichia coli 45
19258272 10.1128/aac.01410-08 Pseudomonas aeruginosa 43
18779357 10.1128/aac.00381-08 Pseudomonas aeruginosa 42
20308374 10.1128/aac.01797-09 Streptococcus pneumoniae 41
19805565 10.1128/aac.01099-09 Klebsiella pneumoniae 40
18591275 10.1128/aac.01684-07 Acinetobacter baumannii 40
19188398 10.1128/aac.01172-08 Pseudomonas aeruginosa 38
20047915 10.1128/aac.00399-09 Pseudomonas aeruginosa 36
19188376 10.1128/aac.01264-08 Pseudomonas aeruginosa 33
20498317 10.1128/aac.01336-09 Metallo-beta-lactamase 32

Data from ChEMBL 36 via Core Engine