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Compound Detail

CHEMBL1790041

RANITIDINE
💊 Approved Drug
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💊 Approved Drug
CNC(=C[N+](=O)[O-])NCCSCc1ccc(CN(C)C)o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1790041
Name RANITIDINE
Phase Approved
Structure Type MOL
InChI Key VMXUWOKSQNHOCA-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

NSC-757851 Ranitidina Ranitidine
6
Targets
13
Activities
3
Assay Types
22
PK Parameters
20
Publications
3
Known Names
20
Indications
1
Mechanisms

Molecular Properties

314.4
MW (Da)
1.46
ALogP
7
HBA
2
HBD
83.6
PSA (Ų)
0.38
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1983
Availability OTC
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Stem -tidine
USAN Year 1979

Extended Properties

Molecular Formula C13H22N4O3S
MW 314.41
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -1.29

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histamine H2 receptor antagonist ANTAGONIST Histamine H2 receptor ✓ ✓

Indications

Gastroesophageal Reflux Peptic Ulcer Barrett Esophagus Cough Multiple Sclerosis Stomach Ulcer Breast Carcinoma In Situ Breast Neoplasms Breast Neoplasms Carcinoma, Renal Cell Helicobacter Infections Job Syndrome Leukemia, T-Cell Postpartum Hemorrhage Precursor T-Cell Lymphoblastic Leukemia-Lymphoma Carcinoma, Medullary Esophagitis, Peptic Hypotension, Orthostatic Immune System Diseases Neoplasms

ATC Classification

A02BA02
ranitidine
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR ACID RELATED DISORDERS

Activity Summary

IC50 7 meas. best 7.4
Kd 3 meas. best 7.2
Ki 3 meas. best 7.27

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Potassium-transporting ATPase
CHEMBL2095173
 IC50 7.4 7.4 40.0 1
Histamine H2 receptor
CHEMBL2882
 Ki 7.27 6.785 53.7 2
Histamine H2 receptor
CHEMBL1941
 Kd 7.2 7.2 63.0 1
Histamine H2 receptor
CHEMBL2882
 Kd 7.19 6.98 64.6 2
Histamine H2 receptor
CHEMBL1941
 Ki 7.05 7.05 89.0 1
Acetylcholinesterase
CHEMBL220
 IC50 6.19 5.915 650.0 2
Histamine H2 receptor
CHEMBL2882
 IC50 5.47 5.47 3400.0 1
Multidrug and toxin extrusion protein 1
CHEMBL1743126
 IC50 5.08 5.08 8300.0 1
Solute carrier family 22 member 1
CHEMBL5685
 IC50 4.55 4.55 28000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.9 mL.min-1.kg-1 Homo sapiens
CL 9.6 mL.min-1.kg-1 Homo sapiens
CL 2.2 mL.min-1.kg-1 Homo sapiens
CL 9.6 mL.min-1.kg-1 Homo sapiens
CL 9.6 mL.min-1.kg-1 Homo sapiens
CL 3.0 uL.min-1.(10^6cells)-1 Homo sapiens
CL 3.0 mL.min-1.g-1 Homo sapiens
CL 1.4 mL.min-1.kg-1 Rattus norvegicus
CL 1.556 mL.min-1.kg-1 Rattus norvegicus
CL 0.161 mL.min-1.kg-1 Homo sapiens
CL 0.153 mL.min-1.kg-1 Homo sapiens
F 79.0 % Homo sapiens
F 50.0 % Homo sapiens
Fu 0.85 - -
Fu 0.289 - -
Fu 0.85 - Homo sapiens
Fu 0.95 - Homo sapiens
Fu 0.95 - Homo sapiens
Fu 1.0 - Homo sapiens
MRT 2.1 hr Homo sapiens
T1/2 2.1 hr Homo sapiens
t1/2 - - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Potassium-transporting ATPase IC50 = 40.0 nM 7.4 Antisecretory activity evaluated by the inhibition of 14C -AP uptake in isolated... 2842503
Histamine H2 receptor Ki = 53.7 nM 7.27 Inhibition of [125I]APT binding to histamine H2 receptor in guinea pig cerebral ... 1613748
Histamine H2 receptor Kd = 63.0 nM 7.2 Binding affinity to histamine H2 receptor (unknown origin) -
Histamine H2 receptor Kd = 64.57 nM 7.19 Compound was evaluated in vitro inhibitory activity against histamine H2 recepto... 1352351
Histamine H2 receptor Ki = 89.0 nM 7.05 Antagonist activity at histamine H2 receptor (unknown origin) assessed as inhibi... 33569941
Histamine H2 receptor Kd = 169.82 nM 6.77 Histamine H2 receptor antagonistic activity on the isolated spontaneously beatin... 12729649
Histamine H2 receptor Ki = 501.19 nM 6.3 In vitro inhibition of Histamine H2 receptor by measuring its ability to block t... 6121913
Acetylcholinesterase IC50 = 650.0 nM 6.19 Inhibition of guinea pig acetylcholinesterase 8496937
Acetylcholinesterase IC50 = 2300.0 nM 5.64 The compound was evaluated for the inhibition of human Acetylcholinesterase 1552502
Histamine H2 receptor IC50 = 3400.0 nM 5.47 Compound was tested for H2 receptor antagonistic activity against histamine stim... 7904648
Multidrug and toxin extrusion protein 1 IC50 = 8300.0 nM 5.08 Inhibition of human MATE1-mediated ASP+ uptake expressed in HEK293 cells after 1... 23241029
Solute carrier family 22 member 1 IC50 = 28000.0 nM 4.55 Inhibition of OCT1(unknown origin)-mediated ASP+ uptake in HEK293 cells expressi... 36563333

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1403
- 10.6019/CHEMBL3885881 Rattus norvegicus 467
- 10.1101/2024.03.28.586928 ADMET 100
31158845 10.1038/s41586-019-1291-3 ADMET 97
- 10.5281/zenodo.13943903 ADMET 89
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
12699389 10.1021/jm021012t ATP-dependent translocase ABCB1 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
7904648 10.1021/jm00027a007 Rattus norvegicus 8
12061889 10.1021/jm0200409 ADMET 5
11602674 - ATP-dependent translocase ABCB1 5
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 4
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 4
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 4
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 4
2296028 10.1021/jm00163a053 Rattus norvegicus 4

Data from ChEMBL 36 via Core Engine