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

CHEMBL127273

PIPERTRAMINE
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
COc1ccccc1CN1CCC(C2CCN(CCCCCCCCN3CCC(C4CCN(Cc5ccccc5OC)CC4)CC3)CC2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL127273
Name PIPERTRAMINE
Phase Preclinical
Structure Type MOL
InChI Key HECAWZFPXYNICY-UHFFFAOYSA-N
8
Targets
10
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

687.1
MW (Da)
8.59
ALogP
6
HBA
0
HBD
31.4
PSA (Ų)
0.16
QED
2
Ro5 Violations
17
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C44H70N4O2
MW 687.07
Aromatic Rings 2
Heavy Atoms 50
NP-Likeness -0.37

Activity Summary

EC50 5 meas. best 9.7
Ki 5 meas. best 8.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Left atrium
CHEMBL2367407
 EC50 9.7 9.59 0.2 2
Cavia porcellus
CHEMBL369
 EC50 9.65 9.65 0.2 1
Right atrium
CHEMBL2367363
 EC50 9.58 9.57 0.3 2
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 8.07 8.07 8.6 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 7.82 7.82 15.3 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 7.7 7.7 19.8 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 6.98 6.98 105.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 6.38 6.38 422.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Left atrium EC50 = 0.1995 nM 9.7 Negative ionotropic activity in electrically-paced Cavia porcellus (guinea pig) ... -
Cavia porcellus EC50 = 0.2239 nM 9.65 Inotropic responses, induced by the compound in electrically paced (Hz) guinea p... 11708906
Right atrium EC50 = 0.263 nM 9.58 Negative ionotropic activity in electrically-paced Cavia porcellus (guinea pig) ... -
Right atrium EC50 = 0.2754 nM 9.56 Negative ionotropic activity in electrically-paced Cavia porcellus (guinea pig) ... -
Left atrium EC50 = 0.3311 nM 9.48 Negative ionotropic activity in electrically-paced Cavia porcellus (guinea pig) ... -
Muscarinic acetylcholine receptor M2 Ki = 8.6 nM 8.07 Binding affinity against muscarinic acetylcholine receptor M2 11708906
Muscarinic acetylcholine receptor M4 Ki = 15.3 nM 7.82 Affinity for human M4 cloned muscarinic receptor subtype expressed in CHO-K1 cel... 11708906
Muscarinic acetylcholine receptor M1 Ki = 19.8 nM 7.7 Affinity for human M1 cloned muscarinic receptor subtype expressed in CHO-K1 cel... 11708906
Muscarinic acetylcholine receptor M5 Ki = 105.0 nM 6.98 Affinity for human muscarinic acetylcholine receptor M5 subtype expressed in CHO... 11708906
Muscarinic acetylcholine receptor M3 Ki = 422.0 nM 6.38 Affinity for human M3 cloned muscarinic receptor subtype expressed in CHO-K1 cel... 11708906

Literature References

PubMed DOI Target Context # Activities
- 10.1007/s00044-004-0010-1 Right atrium 18
- 10.1007/s00044-004-0010-1 Left atrium 18
- 10.1007/s00044-004-0010-1 Muscarinic acetylcholine receptor M2 4
11708906 10.1021/jm0155594 Cavia porcellus 2
- 10.1007/s00044-004-0010-1 Muscarinic acetylcholine receptor M5 2
- 10.1007/s00044-004-0010-1 Muscarinic acetylcholine receptor M4 2
- 10.1007/s00044-004-0010-1 Muscarinic acetylcholine receptor M3 2
- 10.1007/s00044-004-0010-1 Muscarinic acetylcholine receptor M1 2
11708906 10.1021/jm0155594 Muscarinic acetylcholine receptor M1 1
11708906 10.1021/jm0155594 Muscarinic acetylcholine receptor M2 1
11708906 10.1021/jm0155594 Muscarinic acetylcholine receptor M3 1
11708906 10.1021/jm0155594 Muscarinic acetylcholine receptor M4 1
11708906 10.1021/jm0155594 Muscarinic acetylcholine receptor M5 1

Data from ChEMBL 36 via Core Engine