Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1051

LATANOPROST
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC(C)OC(=O)CCC/C=C\C[C@@H]1[C@@H](CC[C@@H](O)CCc2ccccc2)[C@H](O)C[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1051
Name LATANOPROST
Phase Approved
Structure Type MOL
InChI Key GGXICVAJURFBLW-CEYXHVGTSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1050

Known Names

Catiolanze Iyuzeh Latanoprost Latanoprost (isopropyl ester) Latanoprost component of rocklatan Latanoprost component of xalacom Monopost PHXA-41 PHXA41 T-2345 T2345 XA-41 +3 more
1
Targets
1
Activities
1
Assay Types
4
PK Parameters
20
Publications
15
Known Names
7
Indications
1
Mechanisms

Molecular Properties

432.6
MW (Da)
4.19
ALogP
5
HBA
3
HBD
87.0
PSA (Ų)
0.25
QED
0
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Topical

Flags

Natural Product Prodrug
USAN Stem -prost
USAN Year 1996

Extended Properties

Molecular Formula C26H40O5
MW 432.60
Aromatic Rings 1
Heavy Atoms 31
NP-Likeness 1.18

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Prostanoid FP receptor agonist AGONIST Prostaglandin F2-alpha receptor ✓ ✓

Indications

Glaucoma Glaucoma, Open-Angle Hypertension Ocular Hypertension Meniere Disease Vitiligo Alopecia Areata

ATC Classification

S01EE01
latanoprost
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 1 meas. best 4.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bile salt export pump
CHEMBL6020
 IC50 4.89 4.89 12900.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 108.8 mmHg.hr Oryctolagus cuniculus
AUC 119.0 mmHg.hr Oryctolagus cuniculus
AUC 2658.0 mmHg.hr Oryctolagus cuniculus
AUC 20.33 ng.hr.mL-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bile salt export pump IC50 = 12900.0 nM 4.89 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
19233645 10.1016/j.bmcl.2009.02.007 Oryctolagus cuniculus 6
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
23956101 10.1093/toxsci/kft176 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 2
23956101 10.1093/toxsci/kft176 Unchecked 1

Data from ChEMBL 36 via Core Engine