CILASTATIN

Search structure
Synonyms:
Status: Approved (1985)
Entry Type: Small molecule
Molecule Category: Parent
UNII: 141A6AMN38

Structure
InChI Key DHSUYTOATWAVLW-WFVMDLQDSA-N
Smile CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O
InChI
InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H26N2O5S
Molecular Weight 358.46
AlogP 1.43
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 11.0
Polar Surface Area 129.72
Molecular species ZWITTERION
Aromatic Rings 0.0
Heavy Atoms 24.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Renal dipeptidase inhibitor
Primary Target
Dipeptidase 1
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Metallo protease Metallo protease MJ clan Metallo protease M19 family
- - - 110-210 -
Enzyme Transferase
- - - - 9.83-18.14
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -42.23--8.37
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 2387000 - 1470000 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Bacterial Infections 3 D001424 ClinicalTrials
Pyelonephritis 3 D011704 ClinicalTrials
Urinary Tract Infections 3 D014552 ClinicalTrials
Pneumonia, Bacterial 3 D018410 ClinicalTrials
Pneumonia, Ventilator-Associated 3 D053717 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Infections 2 D007239 ClinicalTrials
Sepsis 1 D018805 ClinicalTrials
Osteomyelitis 1 D010019 ClinicalTrials

Cross References

Resources Reference
CAS NUMBER 82009-34-5
ChEBI 3697
ChEMBL CHEMBL766
DrugBank DB01597
DrugCentral 640
EPA CompTox DTXSID8048238
FDA SRS 141A6AMN38
Human Metabolome Database HMDB15535
Guide to Pharmacology 5166
KEGG C01675
PharmGKB PA448998
PubChem 6435415
SureChEMBL SCHEMBL37051
ZINC ZINC000004095696
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