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Compound Detail

CHEMBL1201216

DAPIPRAZOLE
💊 Approved Drug
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💊 Approved Drug
Cc1ccccc1N1CCN(CCc2nnc3n2CCCC3)CC1

Basic Information

ChEMBL ID CHEMBL1201216
Name DAPIPRAZOLE
Phase Approved
Structure Type MOL
InChI Key RFWZESUMWJKKRN-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Dapiprazol Dapiprazole
8
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

325.5
MW (Da)
2.29
ALogP
5
HBA
0
HBD
37.2
PSA (Ų)
0.86
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1990
Availability Discontinued
Chirality Achiral

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -prazole
USAN Year 1989

Extended Properties

Molecular Formula C19H27N5
MW 325.46
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -2.10

Indications

Glaucoma

ATC Classification

S01EX02
dapiprazole
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 8 meas. best 8.08
Ki 8 meas. best 8.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1D adrenergic receptor
CHEMBL223
Ki 8.39 8.39 4.1 1
Alpha-1D adrenergic receptor
CHEMBL223
IC50 8.08 8.08 8.3 1
Alpha-1B adrenergic receptor
CHEMBL315
Ki 7.52 7.52 30.0 1
Alpha-1A adrenergic receptor
CHEMBL319
Ki 7.41 7.41 39.0 1
Alpha-1B adrenergic receptor
CHEMBL315
IC50 7.26 7.26 55.0 1
Alpha-1A adrenergic receptor
CHEMBL319
IC50 7.02 7.02 95.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.76 6.76 173.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.49 6.49 327.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.28 6.28 526.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 6.22 6.22 606.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 6.2 6.2 625.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.17 6.17 672.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 5.98 5.98 1056.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 5.94 5.94 1153.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 5.93 5.93 1177.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 5.69 5.69 2060.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1D adrenergic receptor Ki = 4.086 nM 8.39 DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1D adrenergic receptor IC50 = 8.312 nM 8.08 DRUGMATRIX: Alpha-1D adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1B adrenergic receptor Ki = 30.0 nM 7.52 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1A adrenergic receptor Ki = 39.0 nM 7.41 DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1B adrenergic receptor IC50 = 55.0 nM 7.26 DRUGMATRIX: Alpha-1B adrenergic receptor radioligand binding (ligand: prazosin) -
Alpha-1A adrenergic receptor IC50 = 95.0 nM 7.02 DRUGMATRIX: Alpha-1A adrenergic receptor radioligand binding (ligand: prazosin) -
5-hydroxytryptamine receptor 2A Ki = 173.0 nM 6.76 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C Ki = 327.0 nM 6.49 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Alpha-2B adrenergic receptor Ki = 526.0 nM 6.28 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
5-hydroxytryptamine receptor 2A IC50 = 606.0 nM 6.22 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C IC50 = 625.0 nM 6.2 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B Ki = 672.0 nM 6.17 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B IC50 = 1056.0 nM 5.98 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
Alpha-2B adrenergic receptor IC50 = 1153.0 nM 5.94 DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin... -
5-hydroxytryptamine receptor 1A Ki = 1177.0 nM 5.93 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 1A IC50 = 2060.0 nM 5.69 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 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
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 1
37468498 10.1038/s41467-023-40064-9 cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A 1
37468498 10.1038/s41467-023-40064-9 Vascular endothelial growth factor receptor 2 1
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 1
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1

Data from ChEMBL 36 via Core Engine