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Compound Detail

CHEMBL766

CILASTATIN
💊 Approved Drug
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💊 Approved Drug
CC1(C)C[C@@H]1C(=O)N/C(=C\CCCCSC[C@H](N)C(=O)O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL766
Name CILASTATIN
Phase Approved
Structure Type MOL
InChI Key DHSUYTOATWAVLW-WFVMDLQDSA-N
Therapeutic ✓ Yes

Known Names

Cilastatin Cilastatina Cilastatine Primaxin
1
Targets
9
Activities
2
Assay Types
5
PK Parameters
20
Publications
4
Known Names
9
Indications
1
Mechanisms

Molecular Properties

358.5
MW (Da)
1.43
ALogP
5
HBA
4
HBD
129.7
PSA (Ų)
0.32
QED
0
Ro5 Violations
11
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 -stat-
USAN Year 1984

Extended Properties

Molecular Formula C16H26N2O5S
MW 358.46
Aromatic Rings 0
Heavy Atoms 24
NP-Likeness 0.74

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Renal dipeptidase inhibitor INHIBITOR Dipeptidase 1 ✓ ✓

Indications

Bacterial Infections Pneumonia, Bacterial Pneumonia, Ventilator-Associated Pyelonephritis Urinary Tract Infections Hematologic Neoplasms Infections Sepsis Osteomyelitis

Activity Summary

Ki 5 meas. best 6.96
IC50 4 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidase 1
CHEMBL2626
 Ki 6.96 6.7867 110.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 2.3 mL.min-1.kg-1 Homo sapiens
CL 2.3 mL.min-1.kg-1 Homo sapiens
Fu 0.6 - Homo sapiens
MRT 1.1 hr Homo sapiens
T1/2 0.86 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidase 1 Ki = 110.0 nM 6.96 Inhibitory activity against beta-lactamase renal dipeptidase 3495664
Dipeptidase 1 Ki = 190.0 nM 6.72 Inhibitory activity against beta-lactamase renal dipeptidase 3495664
Dipeptidase 1 Ki = 210.0 nM 6.68 Inhibitory activity against beta-lactamase renal dipeptidase 3495664

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 U2OS 8
- 10.6019/CHEMBL5303304 HEK-293T 5
- 10.6019/CHEMBL5303304 Fibroblast 5
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
3495664 10.1021/jm00389a018 Dipeptidase 1 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
28628823 10.1016/j.ejmech.2017.06.005 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
14978359 10.1254/jphs.94.197 Organic anion transporter 3 2
14978359 10.1254/jphs.94.197 Solute carrier family 22 member 6 2
19445515 10.1021/jm900403j Homo sapiens 2
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] B 2
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] A 2
- 10.6019/CHEMBL5308504 Bromodomain-containing protein 4 1

Data from ChEMBL 36 via Core Engine