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name Structure Reference Source Properties Activities Metabolism

1,2,3,4-Tetrahydro-β-carboline

AlkaPlorer ID: AK012402

Synonym: 1,2,3,4-Tetrahydro-9H-pyrido[3,4-b]indole 

IUPAC Name: 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Structure

SMILES: C1=CC=C2C3=C(CNCC3)NC2=C1

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InChI: InChI=1S/C11H12N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-4,12-13H,5-7H2

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InChIKey: CFTOTSJVQRFXOF-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Phalaris coerulescens Phalaris Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 172.231

TPSA？: 27.82

MolLogP？: 1.8136

Number of H-Donors: 2

Number of H-Acceptors: 1

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Acinetobacter baumannii Acinetobacter baumannii Inhibition 22.02 % 10.6019/CHEMBL4513141
Candida albicans Candida albicans Inhibition 3.92 % 10.6019/CHEMBL4513141
Chlamydia pneumoniae Chlamydia pneumoniae Inhibition 4.9 % 10.1021/acs.jnatprod.6b01052
Cryptococcus neoformans Cryptococcus neoformans Inhibition -5.61 % 10.6019/CHEMBL4513141
Electrophorus electricus Acetylcholinesterase IC50 97080.0 nM 10.1016/j.bmcl.2012.02.057
Electrophorus electricus Acetylcholinesterase Inhibition -16.21 % 10.1016/j.bmc.2012.09.040
Electrophorus electricus Acetylcholinesterase Inhibition 60.56 % 10.1016/j.bmcl.2012.02.057
Equus caballus Cholinesterase Inhibition -5.97 % 10.1016/j.bmc.2012.09.040
Escherichia coli Escherichia coli Inhibition 3.55 % 10.6019/CHEMBL4513141
Homo sapiens Acetylcholinesterase IC50 nan None 10.1016/j.bmcl.2012.02.057
Homo sapiens Acetylcholinesterase Inhibition 46.71 % 10.1016/j.bmcl.2012.02.057
Homo sapiens Cytochrome P450 2D6 Inhibition nan % 10.1016/j.bmcl.2010.09.043
Homo sapiens DNA polymerase iota Potency 89125.1 nM None
Homo sapiens Geminin Potency 259.3 nM None
Homo sapiens HL Activity 84.8 % 10.1021/acs.jnatprod.6b01052
Homo sapiens Lysine-specific demethylase 4D-like Potency 39810.7 nM None
Homo sapiens Nischarin Ki 180.0 nM 10.1016/j.bmcl.2003.09.092
Homo sapiens Nuclear receptor subfamily 2 group E member 1 Delta Tm 1.2 degrees C 10.1021/acs.jmedchem.1c00733
Homo sapiens Nuclear receptor subfamily 2 group E member 1 EC50 74000.0 nM 10.1021/acs.jmedchem.1c00733
Homo sapiens Nuclear receptor subfamily 2 group E member 1 EC50 100000.0 nM 10.1021/acs.jmedchem.1c00733
Homo sapiens Nuclear receptor subfamily 2 group E member 1 FC 0.4 None 10.1021/acs.jmedchem.1c00733
Homo sapiens Nuclear receptor subfamily 2 group E member 1 FC 0.47 None 10.1021/acs.jmedchem.1c00733
Homo sapiens Nuclear receptor subfamily 2 group E member 1 FC 2.15 None 10.1021/acs.jmedchem.1c00733
Homo sapiens Nuclear receptor subfamily 2 group E member 1 FC 2.2 None 10.1021/acs.jmedchem.1c00733
Homo sapiens Serotonin 5a (5-HT5a) receptor Ki 3200.0 nM 10.1021/jm030080s
Homo sapiens Serotonin 6 (5-HT6) receptor Ki 5000.0 nM 10.1021/jm030030n
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition 99.4 % 10.1124/mol.112.084152
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 98.72 % 10.1124/mol.112.084152
Homo sapiens Ubiquitin carboxyl-terminal hydrolase 1 Potency 112201.8 nM None
Klebsiella pneumoniae Klebsiella pneumoniae Inhibition 13.54 % 10.6019/CHEMBL4513141
Mus musculus Serotonin 5a (5-HT5a) receptor Ki 2470.0 nM 10.1021/jm030030n
Pseudomonas aeruginosa Pseudomonas aeruginosa Inhibition 14.82 % 10.6019/CHEMBL4513141
Rattus norvegicus Adrenergic receptor alpha-2 Ki 710.0 nM 10.1016/j.bmcl.2003.09.092
Rattus norvegicus Adrenergic receptor alpha-2 Ki 1600.0 nM 10.1016/j.bmcl.2003.11.078
Rattus norvegicus Adrenergic receptor alpha-2 Ki 1600.0 nM 10.1016/j.bmcl.2003.12.033
Rattus norvegicus Monoamine oxidase Selectivity 9910.0 nM 10.1016/j.bmcl.2003.12.033
Rattus norvegicus Rattus norvegicus LD50 701500.0 mg.kg-1 10.1016/j.bmcl.2010.09.043
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 3000.0 nM 10.1016/j.bmcl.2003.09.027
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 3800.0 nM 10.1016/j.bmcl.2003.09.027
Rattus norvegicus Serotonin 2a (5-HT2a) receptor Ki 3800.0 nM 10.1016/j.bmcl.2003.12.033
Rattus norvegicus Serotonin 2b (5-HT2b) receptor -Log KB 5.52 None 10.1021/jm960062t
Rattus norvegicus Serotonin 2c (5-HT2c) receptor Ki 10000.0 nM 10.1016/j.bmcl.2003.09.027
Staphylococcus aureus Staphylococcus aureus Inhibition 7.42 % 10.6019/CHEMBL4513141
None ADMET PPB 90.0 % 10.1016/j.bmcl.2010.09.043
None Hepatocyte Activity nan None 10.1016/j.bmcl.2010.09.043
None NON-PROTEIN TARGET CC50 28740.0 nM None
None No relevant target solubility nan None 10.1016/j.bmcl.2010.09.043
None Unchecked IC50 84250.0 nM None
None Unchecked Inhibition 10.1 % 10.1016/j.ejmech.2018.10.027
None Unchecked Ki 9.4 nM 10.1016/j.bmcl.2003.09.092
None Unchecked Ki 9.4 nM 10.1016/j.bmcl.2003.11.078
None Unchecked Ki 9.4 nM 10.1016/j.bmcl.2003.12.033
None Unchecked Potency 29092.9 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT024981 c1ccc2c3c([nH]c2c1)CNCC3>>C=O MNXR138761
AKRT024982 c1ccc2c3c([nH]c2c1)CNCC3>>NCCc1c[nH]c2ccccc12 MNXR138761