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name Structure Reference Source Properties Activities Metabolism

1-Phenyl-2-propylamine; (±)-form

AlkaPlorer ID: AK310146

Synonym: None

IUPAC Name: 1-phenylpropan-2-amine

Structure

SMILES: CC(N)CC1=CC=CC=C1

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InChI: InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3

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InChIKey: KWTSXDURSIMDCE-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Tetradium ruticarpum Tetradium Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 135.20999999999998

TPSA？: 26.02

MolLogP？: 1.5763

Number of H-Donors: 1

Number of H-Acceptors: 1

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Phenylethanolamine N-methyltransferase Ki 740000.0 nM 10.1021/jm00352a020
Bos taurus Phenylethanolamine N-methyltransferase Ki 740000.0 nM 10.1021/jm00352a021
Bos taurus Phenylethanolamine N-methyltransferase Ki 740000.0 nM 10.1021/jm00352a031
Gerbillinae Gerbillinae Activity nan None 10.1016/j.bmc.2013.02.010
Homo sapiens Adenosine A1 receptor AC50 17999.9 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A2a receptor AC50 10999.9 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 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2b adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2c adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-1 adrenergic receptor AC50 30000.0 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 Beta-3 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 B1 receptor AC50 30000.0 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 Carbonic anhydrase I Ka 150.0 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase II Ka 150.0 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase III Ka 87.7 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase IV Ka 0.094 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase IX Ka 150.0 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase VA Ka 0.81 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase VB Ka 2.56 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase VI Ka 150.0 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase VII Ka 0.91 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase XII Ka 0.64 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase XIII Ka 24.1 uM 10.1016/j.ejmech.2022.114828
Homo sapiens Carbonic anhydrase XIV Ka 9.15 uM 10.1016/j.ejmech.2022.114828
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 Corticotropin releasing factor receptor 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Corticotropin releasing factor receptor 2 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 Cytochrome P450 2A6 IC50 3500.0 nM 10.1021/jm049536b
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 D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D2 receptor AC50 30000.0 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 Endothelin receptor ET-A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Endothelin receptor ET-B 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 Estrogen receptor beta AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Gastric inhibitory polypeptide receptor 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 Glucagon 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 HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H1 receptor AC50 30000.0 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 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Homo sapiens DILI_Concern nan None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens DILI_severity_class 0.0 None 10.1016/j.drudis.2016.02.015
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 Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Motilin receptor AC50 30000.0 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 30000.0 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 M2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M3 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuronal acetylcholine receptor protein alpha-4 subunit AC50 30000.0 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 Neuropeptide Y receptor type 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neurotensin receptor 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 8840.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Peroxisome proliferator-activated receptor gamma AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4D AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Pregnane X receptor 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 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 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor Affinity nan None 10.1021/jm00144a009
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 Skin log Kp -8.21 None 10.1016/j.bmc.2007.07.050
Homo sapiens Solute carrier family 22 member 5 Activity nan None 10.1006/bbrc.1998.8669
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
Homo sapiens Whole blood Retention_time 2.6 min 10.1007/s00044-012-9977-1
Mus musculus Cytochrome P450 2A5 IC50 2850.0 nM 10.1021/jm049536b
Mus musculus Mus musculus Activity 177.0 None 10.1021/jm00343a010
Mus musculus Mus musculus Activity 562.0 None 10.1021/jm00343a010
Mus musculus Mus musculus Activity 993.0 None 10.1021/jm00343a010
Mus musculus Mus musculus Activity nan None 10.1021/acs.jmedchem.5b00115
Mus musculus Mus musculus Activity nan None 10.1021/jm00199a014
Mus musculus Mus musculus ED50 1.6 mg.kg-1 10.1021/jm00355a012
Mus musculus Mus musculus ED50 27.0 umol.kg-1 10.1021/jm00199a014
Mus musculus Mus musculus ED50 44.0 umol.kg-1 10.1021/jm00199a014
Mus musculus Mus musculus ED50 60.0 umol.kg-1 10.1021/jm00199a014
Mus musculus Mus musculus ED50 100.0 umol.kg-1 10.1021/jm00199a014
Mus musculus Mus musculus Inhibition 0.0 % 10.1021/jm00199a014
Mus musculus Mus musculus Net turns/min 5.5 None 10.1021/jm00343a010
Mus musculus Mus musculus Retention 35.0 % 10.1021/jm00135a020
Mus musculus Mus musculus Retention 70.0 % 10.1021/jm00135a020
Mus musculus Mus musculus Retention 75.0 % 10.1021/jm00135a020
Mus musculus Mus musculus Retention 90.0 % 10.1021/jm00135a020
Mus musculus Norepinephrine transporter IC50 1000.0 nM 10.1021/jm00199a014
Mus musculus Serotonin transporter IC50 45000.0 nM 10.1021/jm00199a014
Oryctolagus cuniculus Oryctolagus cuniculus Relative activity 1.3 None 10.1021/jm00144a009
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 Dopamine transporter IC50 960.0 nM 10.1021/jm00227a030
Rattus norvegicus GABA receptor alpha-1 subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA receptor alpha-1 subunit AC50 30000.0 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 Activity 10.0 % 10.1021/np50004a007
Rattus norvegicus Rattus norvegicus Activity nan None 10.1021/jm00207a005
Rattus norvegicus Rattus norvegicus DOM 2.0 % 10.1021/jm00352a013
Rattus norvegicus Rattus norvegicus DOM 26.0 % 10.1021/jm00352a013
Rattus norvegicus Rattus norvegicus DOM nan None 10.1021/jm00352a013
Rattus norvegicus Rattus norvegicus DOSE 6.25 mg.kg-1 10.1021/jm00355a012
Rattus norvegicus Rattus norvegicus DOSE 12.5 mg.kg-1 10.1021/jm00355a012
Rattus norvegicus Rattus norvegicus ED50 2.1 mg.kg-1 10.1021/jm00355a012
Rattus norvegicus Rattus norvegicus No. of animals 0.0 None 10.1021/jm00352a013
Rattus norvegicus Rattus norvegicus No. of animals 1.0 None 10.1021/jm00352a013
Rattus norvegicus Rattus norvegicus No. of animals 3.0 None 10.1021/jm00352a013
Rattus norvegicus Rattus norvegicus No. of animals 5.0 None 10.1021/jm00352a013
Rattus norvegicus Serotonin 1 (5-HT1) receptor Ki 7660.0 nM 10.1021/jm00152a005
Rattus norvegicus Serotonin 1 (5-HT1) receptor Ki 7660.0 nM 10.1021/jm00384a001
Rattus norvegicus Serotonin 2 (5-HT2) receptor Ki 10000.0 nM 10.1021/jm00082a014
Rattus norvegicus Serotonin 2 (5-HT2) receptor Ki 43000.0 nM 10.1021/jm00152a005
Rattus norvegicus Serotonin 2 (5-HT2) receptor Ki 43000.0 nM 10.1021/jm00384a001
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 10000.0 nM 10.1021/acs.jmedchem.7b00085
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 10000.0 nM 10.1021/jm9906062
Rattus norvegicus Serotonin 2b (5-HT2b) receptor Kd 5370.32 nM 10.1021/jm00144a009
Rattus norvegicus Serotonin 2c (5-HT2c) receptor Ki 10000.0 nM 10.1021/jm00082a014
Rattus norvegicus Serotonin 2c (5-HT2c) receptor Ki 10000.0 nM 10.1021/jm9906062
Rattus norvegicus Serotonin (5-HT) receptor Kd 5370.32 nM 10.1021/jm00177a017
Rattus norvegicus Serotonin (5-HT) receptor Kd 5370.32 nM 10.1021/jm00346a012
Rattus norvegicus Serotonin (5-HT) receptor Kd 5370.32 nM 10.1021/jm00352a013
Rattus norvegicus Sigma opioid receptor Ki 50000.0 nM 10.1021/jm00107a033
Rattus norvegicus Solute carrier family 22 member 3 IC50 42000.0 nM 10.1074/jbc.273.49.32776
Rattus norvegicus Solute carrier family 22 member 5 Inhibition nan % None
Rattus norvegicus Transporter IC50 200.0 nM 10.1021/jm00227a030
Rattus norvegicus Voltage-gated L-type calcium channel alpha-1C subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Voltage-gated N-type calcium channel alpha-1B subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
None ADMET Activity nan None 10.1016/j.ejmech.2022.114828
None ADMET Binding energy 6.8 kCal mol-1 10.1021/jm00378a021
None ADMET CL 9.7 mL.min-1.kg-1 10.1124/dmd.108.020479
None ADMET MRT 10.0 hr 10.1124/dmd.108.020479
None ADMET Selectivity ratio 20.0 None 10.1124/dmd.112.044875
None ADMET T1/2 7.3 hr 10.1124/dmd.108.020479
None ADMET Vdss 6.1 L.kg-1 10.1124/dmd.108.020479
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
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 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_elevated liver function tests 0.0 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 Fu 0.8 None 10.1124/dmd.108.020479
None No relevant target LogP 1.63 None 10.1021/jm00144a009
None No relevant target Log PNalk 0.73 None 10.1021/jm048980b
None No relevant target Solubility 500000.0 nM 10.1016/j.bmcl.2010.10.068
None Phospholipidosis Phospholipidosis nan None 10.1080/15376510701857262
None Unchecked IC50 1288249.55 nM 10.1021/jm00214a001
None Unchecked Inhibition nan % 10.1021/jm400046q
None Unchecked KDNB 0.55 None 10.1021/jm00144a009
None Unchecked T1/2 0.81 hr 10.1021/jm400046q
None Unchecked TIME 0.37 hr 10.1016/j.ejmech.2020.112405

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT006494 CC(Cc1ccccc1)NO>>CC(N)Cc1ccccc1 enzymemap_24289
AKRT006548 CC(N)Cc1ccc(O)cc1>>CC(N)Cc1ccccc1 MNXR185636
AKRT006550 CC(N)Cc1ccccc1>>CC(=O)Cc1ccccc1 enzymemap_22244
AKRT006551 CC(N)Cc1ccccc1>>CC(Cc1ccccc1)NO RXN-19391
AKRT006552 CC(N)Cc1ccccc1>>CC(N)Cc1ccc(O)cc1 RXN66-600