Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0534)
Drug Name
Doripenem
Synonyms
Doribax; Doripenem; Doripenem hydrate; Doripenem monohydrate; Finibax; S-4661; BHV525JOBH; (4R,5S,6S)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-3-(((3S,5S)-5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; 148016-81-3; DRPM; DSSTox_CID_26678; DSSTox_GSID_46678; DSSTox_RID_81814; NCGC00167510-01; UNII-BHV525JOBH
Indication Infectious cystitis [ICD11: GC00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 420.5 Topological Polar Surface Area 196
Heavy Atom Count 27 Rotatable Bond Count 7
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 10
Cross-matching ID
PubChem CID
73303
PubChem SID
8195661 ; 14782518 ; 14904822 ; 17397979 ; 43129277 ; 50112763 ; 57319033 ; 78931074 ; 99299161 ; 103596434 ; 104354952 ; 118047125 ; 126665586 ; 134339262 ; 135030316 ; 136367963 ; 137103545 ; 140972593 ; 144115919 ; 144206061 ; 152057781 ; 152344294 ; 164824831 ; 170465085 ; 174527594 ; 175266776 ; 175437740 ; 179117027 ; 184547713 ; 210279313 ; 210281636 ; 223556613 ; 223659794 ; 226423250 ; 241037251 ; 242439235 ; 249358056 ; 249583208 ; 249822520 ; 251963975 ; 251970995 ; 252215304 ; 252348782
ChEBI ID
CHEBI:135928
CAS Number
148016-81-3
TTD Drug ID
D03QWT
Formula
C15H24N4O6S2
Canonical SMILES
CC1C2C(C(=O)N2C(=C1SC3CC(NC3)CNS(=O)(=O)N)C(=O)O)C(C)O
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
InChIKey
AVAACINZEOAHHE-VFZPANTDSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Doripenem-M1 DM006199
53317502
Other reaction - Beta-lactamring opering 1 [3]
Doripenem-M-1 glycine conjugate DM006201 N. A. Conjugation - Glycine conjugation 2 [3]
Doripenem-M-1 taurine conjugate DM006202 N. A. Conjugation - Taurine conjugation 2 [3]
Oxidized doripenem-M-1 DM006200 N. A. Oxidation - Oxidationn 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006647 Doripenem Doripenem-M1 Other reaction - Beta-lactamring opering Unclear [3]
MR006648 Doripenem-M1 Oxidized doripenem-M-1 Oxidation - Oxidationn Unclear [3]
MR006649 Doripenem-M1 Doripenem-M-1 glycine conjugate Conjugation - Glycine conjugation Unclear [3]
MR006650 Doripenem-M1 Doripenem-M-1 taurine conjugate Conjugation - Taurine conjugation Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-lactamase (blaB) DME1004 Enterobacter cloacae
A0A1S7IV31_ENTAS
3.5.2.6
[2]
Dehydropeptidase-I (DPEP1) DME0117 Homo sapiens
DPEP1_HUMAN
3.4.13.19
[3]
References
1 Doripenem was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 FRI-4 carbapenemase-producing Enterobacter cloacae complex isolated in Tokyo, Japan. J Antimicrob Chemother. 2018 Nov 1;73(11):2969-2972.
3 Disposition, metabolism, and excretion of [14C]doripenem after a single 500-milligram intravenous infusion in healthy men. Antimicrob Agents Chemother. 2008 Oct;52(10):3478-83.

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