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Compound Detail

CHEMBL1201006

PYRILAMINE MALEATE
💊 Approved Drug
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💊 Approved Drug
COc1ccc(CN(CCN(C)C)c2ccccn2)cc1.O=C(O)/C=C\C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1201006
Name PYRILAMINE MALEATE
Phase Approved
Structure Type MOL
InChI Key JXYWFNAQESKDNC-BTJKTKAUSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL511
Active Moiety CHEMBL511

Known Names

Antamine Anthisan Dorantamin Enrumay Histalon Histan Histapyran Histatex Mepyramine maleate Neo-antergan NSC-3604 Paraminyl +7 more
2
Targets
5
Activities
2
Assay Types
0
PK Parameters
13
Publications
19
Known Names
1
Indications
1
Mechanisms

Molecular Properties

285.4
MW (Da)
2.66
ALogP
4
HBA
0
HBD
28.6
PSA (Ų)
0.78
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1973
Availability Discontinued
Chirality Achiral

Routes of Administration

Oral Topical

Extended Properties

Molecular Formula C21H27N3O5
MW 401.46
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -1.16

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Histamine H1 receptor antagonist ANTAGONIST Histamine H1 receptor ✓ ✓

Indications

Rhinitis, Allergic, Seasonal

Activity Summary

IC50 3 meas. best 5.3
Kd 2 meas. best 9.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cavia porcellus
CHEMBL369
 Kd 9.38 7.39 0.4 2
Plasmodium falciparum
CHEMBL364
 IC50 5.3 5.1 5011.9 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cavia porcellus Kd = 0.4169 nM 9.38 In vitro antihistaminic activity was determined by histamine induced contraction... 6102153
Cavia porcellus Kd = 3981.07 nM 5.4 In vitro anticholinergic activity was determined by acetylcholine induced contra... 6102153
Plasmodium falciparum IC50 = 5011.87 nM 5.3 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 3
6102153 10.1021/jm00176a009 Mus musculus 2
6102153 10.1021/jm00176a009 Cavia porcellus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
6102153 10.1021/jm00176a009 Rattus norvegicus 1
6102153 10.1021/jm00176a009 Canis familiaris 1
17417631 10.1038/nchembio873 Unchecked 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine