DORIPENEM

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC J01DH04
UNII BHV525JOBH
EPA CompTox DTXSID2046678

Structure

InChI Key AVAACINZEOAHHE-VFZPANTDSA-N
Smiles C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](CNS(N)(=O)=O)C3)[C@H](C)[C@H]12
InChI
InChI=1S/C15H24N4O6S2/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25)/t6-,7-,8+,9+,10-,11-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H24N4O6S2
Molecular Weight 420.51
AlogP -1.6
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 7.0
Polar Surface Area 162.06
Molecular species ZWITTERION
Aromatic Rings 0.0
Heavy Atoms 27.0

Bioactivity

Mechanism of Action Action Reference
Bacterial penicillin-binding protein inhibitor INHIBITOR FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel GABA-A receptor
- - - - 0
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 1995 - - -
Assay Description Organism Bioactivity Reference
Inhibition of Bocillin FL binding to PBP1A in Escherichia coli MC4100 membranes Escherichia coli 1.2 ug.mL-1
Inhibition of Bocillin FL binding to PBP1B in Escherichia coli MC4100 membranes Escherichia coli 1.2 ug.mL-1
Inhibition of Bocillin FL binding to PBP2 in Escherichia coli MC4100 membranes Escherichia coli 0.008 ug.mL-1
Inhibition of Bocillin FL binding to PBP3 in Escherichia coli MC4100 membranes Escherichia coli 2.0 ug.mL-1
Inhibition of Bocillin FL binding to PBP4 in Escherichia coli MC4100 membranes Escherichia coli 0.02 ug.mL-1
Inhibition of Bocillin FL binding to PBP5 in Escherichia coli MC4100 membranes Escherichia coli 4.0 ug.mL-1
Inhibition of Bocillin FL binding to PBP6 in Escherichia coli MC4100 membranes Escherichia coli 1.0 ug.mL-1
Inhibition of Bocillin FL binding to PBP1A in Pseudomonas aeruginosa PAO1 membranes Pseudomonas aeruginosa PAO1 0.5 ug.mL-1
Inhibition of Bocillin FL binding to PBP1B in Pseudomonas aeruginosa PAO1 membranes Pseudomonas aeruginosa PAO1 0.6 ug.mL-1
Inhibition of Bocillin FL binding to PBP2 in Pseudomonas aeruginosa PAO1 membranes Pseudomonas aeruginosa PAO1 0.06 ug.mL-1
Inhibition of Bocillin FL binding to PBP3 in Pseudomonas aeruginosa PAO1 membranes Pseudomonas aeruginosa PAO1 0.07 ug.mL-1
Inhibition of Bocillin FL binding to PBP4 in Pseudomonas aeruginosa PAO1 membranes Pseudomonas aeruginosa PAO1 0.008 ug.mL-1
Inhibition of Bocillin FL binding to PBP5/6 in Pseudomonas aeruginosa PAO1 membranes Pseudomonas aeruginosa PAO1 8.0 ug.mL-1
Inhibition of Bocillin FL binding to PBP1A in Pseudomonas aeruginosa 27853 membranes Pseudomonas aeruginosa PAO1 0.8 ug.mL-1
Inhibition of Bocillin FL binding to PBP1B in Pseudomonas aeruginosa 27853 membranes Pseudomonas aeruginosa PAO1 0.6 ug.mL-1
Inhibition of Bocillin FL binding to PBP2 in Pseudomonas aeruginosa 27853 membranes Pseudomonas aeruginosa PAO1 0.04 ug.mL-1
Inhibition of Bocillin FL binding to PBP3 in Pseudomonas aeruginosa 27853 membranes Pseudomonas aeruginosa PAO1 0.06 ug.mL-1
Inhibition of Bocillin FL binding to PBP4 in Pseudomonas aeruginosa 27853 membranes Pseudomonas aeruginosa PAO1 0.008 ug.mL-1
Inhibition of Bocillin FL binding to PBP5/6 in Pseudomonas aeruginosa 27853 membranes Pseudomonas aeruginosa PAO1 4.0 ug.mL-1
Inhibition of recombinant human GABA A alpha2beta2gamma2 receptor expressed in CHO-K1 cells at 300 uM incubated at room temperature for 15 mins before the GABA addition fluorescence spectrometry Homo sapiens 0.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 21.78 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -6.24 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 1.858 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.03 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.04 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.03 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.04 %

Related Entries

Cross References

Resources Reference
ChEBI 135928
ChEMBL CHEMBL491571
DrugBank DB06211
DrugCentral 4149
FDA SRS BHV525JOBH
Human Metabolome Database HMDB0041883
PDB O6P
PubChem 73303
SureChEMBL SCHEMBL37471
ZINC ZINC000003922770
CONTENTS