Molecule

methyl 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylate

AlkaPlorer ID: AK052829

Synonym: 'MLS000030804', '1-Methyl-9H-beta-carboline-3-carboxylic acid methyl ester', 'SMR000000993'

IUPAC Name: methyl 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylate

Structure

SMILES: COC(=O)C1=CC2=C(NC3=CC=CC=C32)C(C)=N1

InChI: InChI=1S/C14H12N2O2/c1-8-13-10(7-12(15-8)14(17)18-2)9-5-3-4-6-11(9)16-13/h3-7,16H,1-2H3

InChIKey: LIAUJQLOCLVMMH-UHFFFAOYSA-N

Reference

The Constituents of <i>Nauclea</i><i>diderrichii</i>. Part II. Isolation and Classification of Constituents; Simple β-Carboline and Pyridine Alkaloids

PubChem CID: 5291723

CAS: 16641-82-0

LOTUS: LTS0087316

COCONUT: CNP0179829

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Nauclea diderrichii	Nauclea	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 240.262

TPSA？: 54.98

MolLogP？: 2.8111200000000007

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Culex quinquefasciatus	Culex quinquefasciatus	Activity	nan	None	10.3390/molecules15117775
Culex quinquefasciatus	Culex quinquefasciatus	mortality	34.85	%	10.3390/molecules15117775
Electrophorus electricus	Acetylcholinesterase	IC50	nan	None	10.1016/j.bmc.2018.06.018
Equus caballus	Cholinesterase	IC50	nan	None	10.1016/j.bmc.2018.06.018
Homo sapiens	15-hydroxyprostaglandin dehydrogenase [NAD+]	Potency	31622.8	nM	None
Homo sapiens	A549	IC50	37840.0	nM	10.1016/j.bmcl.2015.12.095
Homo sapiens	Aldehyde dehydrogenase 1A1	Potency	39810.7	nM	None
Homo sapiens	Amyloid-beta A4 protein	Inhibition	nan	%	10.1016/j.bmc.2018.06.018
Homo sapiens	CCRF-CEM	Activity	4.17	uM	10.1016/j.bmcl.2010.06.052
Homo sapiens	Cellular tumor antigen p53	Potency	31622.8	nM	None
Homo sapiens	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Potency	31622.8	nM	None
Homo sapiens	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Potency	39810.7	nM	None
Homo sapiens	HeLa	IC50	35610.0	nM	10.1016/j.bmcl.2015.12.095
Homo sapiens	HepG2	IC50	39590.0	nM	10.1016/j.bmcl.2015.12.095
Homo sapiens	L132	IC50	39280.0	nM	10.1016/j.bmcl.2015.12.095
Homo sapiens	Lysine-specific demethylase 4D-like	Potency	28183.8	nM	None
Homo sapiens	MAP kinase ERK2	Potency	31622.8	nM	None
Homo sapiens	MCF7	IC50	44970.0	nM	10.1016/j.bmcl.2015.12.095
Homo sapiens	Microtubule-associated protein tau	Potency	3548.1	nM	None
Homo sapiens	Prelamin-A/C	Potency	10000.0	nM	None
Homo sapiens	Protein-tyrosine phosphatase 1B	Inhibition	14.3	%	10.1016/j.bmcl.2015.03.014
Homo sapiens	THP-1	IC50	100000.0	nM	10.1016/j.bmcl.2015.12.095
Human immunodeficiency virus 1	Human immunodeficiency virus 1	Inhibition	21.3	%	10.1016/j.bmcl.2010.06.052
Leishmania donovani	Leishmania donovani	IC50	9000.0	nM	10.1016/j.bmcl.2015.12.095
Lipaphis erysimi	Lipaphis erysimi	Activity	nan	None	10.3390/molecules15117775
Rattus norvegicus	H9c2	Activity	56.3	%	10.1021/acs.jmedchem.1c00384
Rattus norvegicus	H9c2	Activity	58.6	%	10.1021/acs.jmedchem.1c00384
Rattus norvegicus	H9c2	Activity	59.3	%	10.1021/acs.jmedchem.1c00384
Rattus norvegicus	H9c2	Activity	60.9	%	10.1021/acs.jmedchem.1c00384
Rattus norvegicus	H9c2	Activity	64.9	%	10.1021/acs.jmedchem.1c00384
Rattus norvegicus	H9c2	Activity	nan	None	10.1021/acs.jmedchem.1c00384
Trypanosoma cruzi	Cruzipain	Potency	31622.8	nM	None
None	Unchecked	Potency	5623.4	nM	None
None	Unchecked	Ratio IC50	11.11	None	10.1016/j.bmcl.2015.12.095
None	Unchecked	Ratio IC50	nan	None	10.1016/j.bmc.2018.06.018