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name Structure Reference Source Properties Activities Metabolism

anagrelide hcl

AlkaPlorer ID: AK097096

Synonym: None

IUPAC Name: 6,7-dichloro-3,5-dihydro-1H-imidazo[2,1-b]quinazolin-2-one

Structure

SMILES: O=C1CN2CC3=C(Cl)C(Cl)=CC=C3NC2=N1

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InChI: InChI=1S/C10H7Cl2N3O/c11-6-1-2-7-5(9(6)12)3-15-4-8(16)14-10(15)13-7/h1-2H,3-4H2,(H,13,14,16)

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InChIKey: OTBXOEAOVRKTNQ-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain

Properties Information

Molecule Weight: 256.092

TPSA？: 44.7

MolLogP？: 2.1171

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Canis lupus familiaris Canis familiaris Inhibition 72.0 % 10.1021/jm00092a019
Canis lupus familiaris Canis familiaris Inhibition 106.0 % 10.1021/jm00092a019
Canis lupus familiaris Canis familiaris Inhibition 117.0 % 10.1021/jm00092a019
Homo sapiens Adenosine A1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A2a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2b adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2c adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Angiotensin II type 2 (AT-2) receptor AC50 100000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-1 adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-2 adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-2 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bile salt export pump AC50 300000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bradykinin B2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cannabinoid CB1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cannabinoid CB1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin A receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin B receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cyclooxygenase-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Delta opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D2 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Equilibrative nucleoside transporter 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Ghrelin receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Glucocorticoid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens HeLa EC50 4.0 nM 10.1021/acsmedchemlett.3c00092
Homo sapiens HeLa EC50 5.12 nM 10.1021/acsmedchemlett.3c00092
Homo sapiens HeLa EC50 6.67 nM 10.1021/acsmedchemlett.3c00092
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H2 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histone deacetylase 6 Inhibition -2.74 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -1.12 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 19952.6 nM None
Homo sapiens Homo sapiens DILI_Concern nan None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens DILI_severity_class 3.0 None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens EC50 1050.0 nM 10.1021/jm00113a033
Homo sapiens Homo sapiens ED50 2.0 mg.kg-1 10.1021/jm00092a020
Homo sapiens Homo sapiens IC50 2600.0 nM 10.1021/jm00385a011
Homo sapiens Kappa opioid receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Melanocortin receptor 3 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Melanocortin receptor 4 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Menin/Histone-lysine N-methyltransferase MLL Potency 19952.6 nM None
Homo sapiens Monoamine oxidase A AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Motilin receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M3 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuronal acetylcholine receptor protein alpha-4 subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuropeptide Y receptor type 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 2A IC50 34000.0 nM 10.1021/jm00092a019
Homo sapiens Phosphodiesterase 2A IC50 34000.0 nM 10.1021/jm00113a033
Homo sapiens Phosphodiesterase 3 IC50 0.9 nM 10.1021/acsmedchemlett.3c00092
Homo sapiens Phosphodiesterase 3 IC50 30.0 nM 10.1021/acsmedchemlett.3c00092
Homo sapiens Phosphodiesterase 3 IC50 50.0 nM 10.1021/jm00113a033
Homo sapiens Phosphodiesterase 3 IC50 54.0 nM 10.1021/jm00092a019
Homo sapiens Phosphodiesterase 3 IC50 80.0 nM 10.1021/jm00119a014
Homo sapiens Phosphodiesterase 3 IC50 80.0 nM 10.1021/jm00385a011
Homo sapiens Phosphodiesterase 3 IC50 82.0 nM 10.1021/jm00082a002
Homo sapiens Phosphodiesterase 3 IC50 1050.0 nM 10.1021/jm00092a020
Homo sapiens Phosphodiesterase 3A AC50 48.9 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4D AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Purinergic receptor P2Y12 EC50 1.05 PuM 10.1021/jm00092a019
Homo sapiens Purinergic receptor P2Y12 EC50 1050.0 nM 10.1021/jm00092a019
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2a (5-HT2a) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2a (5-HT2a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2c (5-HT2c) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 3a (5-HT3a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Type-1 angiotensin II receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V1a receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Oryctolagus cuniculus Oryctolagus cuniculus EC50 270.0 nM 10.1021/jm00092a019
Oryctolagus cuniculus Oryctolagus cuniculus EC50 270.0 nM 10.1021/jm00113a033
Oryctolagus cuniculus Oryctolagus cuniculus EC50 1050.0 nM 10.1021/jm00113a033
Oryctolagus cuniculus Oryctolagus cuniculus ED50 2.5 mg.kg-1 10.1021/acsmedchemlett.3c00092
Oryctolagus cuniculus Oryctolagus cuniculus Inhibition 49.0 % 10.1021/jm00092a019
Oryctolagus cuniculus Oryctolagus cuniculus Inhibition 68.0 % 10.1021/jm00092a019
Oryctolagus cuniculus Oryctolagus cuniculus Inhibition 98.0 % 10.1021/jm00092a019
Rattus norvegicus Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA receptor alpha-1 subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Rattus norvegicus Change in heart rate 28.0 % 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Change in heart rate 31.0 % 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Change in heart rate 33.0 % 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Change in heart rate 37.0 % 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Change in heart rate 377.0 % 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Decrease in blood pressure 11.0 None 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Decrease in blood pressure 14.0 None 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Decrease in blood pressure 16.0 None 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Decrease in blood pressure 17.0 None 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Delta A/min 126000.0 None 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Delta A/min 150000.0 None 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Delta A/min 188000.0 None 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus EC50 20.0 nM 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus EC50 20.0 nM 10.1021/jm00148a003
Rattus norvegicus Rattus norvegicus EC50 800.0 nM 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus EC50 800.0 nM 10.1021/jm00148a003
Rattus norvegicus Rattus norvegicus ED50 4.9 mg.kg-1 10.1021/jm00113a033
Rattus norvegicus Rattus norvegicus Inhibition 67000.0 delta A min-1 10.1021/jm00148a003
Rattus norvegicus Rattus norvegicus Inhibition 248000.0 delta A min-1 10.1021/jm00148a003
Rattus norvegicus Rattus norvegicus Initial blood pressure 130.0 mmHg 10.1021/jm00136a005
Rattus norvegicus Rattus norvegicus Initial heart rate 13.0 bts min-1 10.1021/jm00136a005
Rattus norvegicus Voltage-gated L-type calcium channel alpha-1C subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 5.48 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.1678 None 10.1101/2020.04.21.054387
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.29 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index -0.03931 None 10.1101/2020.04.03.023846
None ADMET Biotransformation nan None 10.1038/s41586-019-1291-3
None ADMET log10(%HIA +10) 1.903 None 10.1016/j.ejmech.2010.11.005
None ADMET T1/2 7.0 hr 10.1021/acsmedchemlett.3c00092
None ADMET T1/2 19.0 hr 10.1021/acsmedchemlett.3c00092
None Hepatotoxicity HepSE_bilirubinemia 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cholecystitis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cholelithiasis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cirrhosis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_Combined Scores 1.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_elevated liver function tests 1.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatic failure 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatic necrosis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatitis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatomegaly 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_jaundice 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver disease 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver fatty 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver function tests abnormal 0.0 None 10.1371/journal.pcbi.1002310
None NON-PROTEIN TARGET Hepatotoxicity (acute) 0.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (animal toxicity known) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (benign tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (granulomatous hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (mechanism) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 0.2 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 1.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (time to onset) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Potency 1.1 nM None
None NON-PROTEIN TARGET Potency 23.7 nM None
None NON-PROTEIN TARGET Potency 3755.3 nM None
None NON-PROTEIN TARGET Potency 7492.9 nM None
None NON-PROTEIN TARGET Potency 9432.9 nM None
None NON-PROTEIN TARGET Potency 23694.5 nM None
None No relevant target LogD7.4 1.86 None 10.6019/CHEMBL3301361
None No relevant target LogP 2.4 None 10.1016/j.ejmech.2009.12.043
None No relevant target Solubility 5400.0 nM 10.6019/CHEMBL3301361
None Unchecked EC50 1.0 ug.mL-1 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 27.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 80.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 150.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 270.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 310.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 390.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 400.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 500.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 700.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 740.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked EC50 1200.0 nM 10.1021/acsmedchemlett.3c00092
None Unchecked Hepatotoxicity (acute) 1.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (association with vascular disease) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (choleostasis) 1.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (chronic liver disease) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cirrhosis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (comment) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cytolytic) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (malignant tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (severe hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (steatosis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (successful reintroduction) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked IC25 100.0 uM 10.1021/jm00385a011
None Unchecked IC50 26.0 nM 10.1016/j.ejmech.2020.113016
None Unchecked Inhibition 24.0 % 10.1021/acsmedchemlett.3c00092
None Unchecked Inhibition 47.0 % 10.1021/acsmedchemlett.3c00092

Metabolism Information