acompound

Showing entry for Harmaline

General Compound Information
BXGC Id	BXGC0001544
Compound Name	Harmaline
Structure
Formula	C13H14N2O
InchiKey	RERZNCLIYCABFS-UHFFFAOYSA-N
SMILES	COC1=CC2=C(C=C1)C1=C(N2)C(C)=NCC1
Inchi	InChI=1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3
IUPAC	7-methoxy-1-methyl-3H,4H,9H-pyrido[3,4-b]indole
Molecular Weight	214.26
Pubchem Id	3564
Chembl Id	CHEMBL340807

Targets of Information Source

DrugBank

DB13875

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Groups	Target Type
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Groups	Target Type
P50135	BXGT010776	Histamine N-methyltransferase	reviewed	-	HNMT	experimental	inhibitor

PDB

n.a

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	Ka M-1
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	Ka M-1

Binding DB

50029799

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	EC50 nM
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Ki nM	ic50 nM	Kd nM	EC50 nM
reviewed	BXGT008643	Amine oxidase [flavin-containing] A	reviewed		Maoa	-	12	-	-
reviewed	BXGT008505	Amine oxidase [flavin-containing] B	reviewed		Maob	-	150000	-	-
reviewed	BXGT010594	5-hydroxytryptamine receptor 5A	reviewed	G-protein coupled receptor	HTR5A	>10000	-	-	-
reviewed	BXGT004559	Acetylcholinesterase	reviewed		ache	-	4900	-	-
reviewed	BXGT008751	Acetylcholinesterase	reviewed	Enzyme	ACHE	-	23700	-	-
reviewed	BXGT011991	Snake venom metalloproteinase BaP1	reviewed		-	-	70400	-	-

CHEMBL

CHEMBL340807

Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	width="10%">Type	Relation	value	Units
Uniport Id	BXGT Id	Protein Name	Status	Protein Class	Gene	Type	Relation	value	Units
P28593	BXGT009278	Trypanothione reductase	reviewed	-	TPR	Inhibition	'='	19	%
Q86V86	BXGT017617	Serine/threonine-protein kinase pim-3	reviewed	-	PIM3	Activity	'='	90	%
Q16513	BXGT013632	Serine/threonine-protein kinase N2	reviewed	Kinase	PKN2	Activity	'='	85	%
Q15139	BXGT013546	Serine/threonine-protein kinase D1	reviewed	Kinase	PRKD1	Activity	'='	108	%
P49137	BXGT010680	MAP kinase-activated protein kinase 2	reviewed	Kinase	MAPKAPK2	Activity	'='	89	%
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	13335	nM
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	'='	6309	nM
P15428	BXGT008121	15-hydroxyprostaglandin dehydrogenase [NAD(+)]	reviewed	-	HPGD	Potency	'='	31622	nM
P00352	BXGT005510	Retinal dehydrogenase 1	reviewed	Enzyme	ALDH1A1	Potency	'='	31622	nM
P78396	BXGT011842	Cyclin-A1	reviewed	Enzyme modulator	CCNA1	Activity	'='	100	%
P20248	BXGT008554	Cyclin-A2	reviewed	Enzyme modulator	CCNA2	Activity	'='	100	%
P24941	BXGT009002	Cyclin-dependent kinase 2	reviewed	Kinase	CDK2	Activity	'='	100	%
Q9UQB9	BXGT021810	Aurora kinase C	reviewed	Kinase	AURKC	Activity	'='	99	%
Q15759	BXGT013595	Mitogen-activated protein kinase 11	reviewed	Kinase	MAPK11	Activity	'='	92	%
O15264	BXGT004144	Mitogen-activated protein kinase 13	reviewed	Kinase	MAPK13	Activity	'='	92	%
O96017	BXGT005415	Serine/threonine-protein kinase Chk2	reviewed	Kinase	CHEK2	Activity	'='	117	%
P45983	BXGT010494	Mitogen-activated protein kinase 8	reviewed	Kinase	MAPK8	Activity	'='	96	%
Q02750	BXGT012662	Dual specificity mitogen-activated protein kinase kinase 1	reviewed	Kinase	MAP2K1	Activity	'='	95	%
Q8N5S9	BXGT018520	Calcium/calmodulin-dependent protein kinase kinase 1	reviewed	Kinase	CAMKK1	Activity	'='	89	%
Q96GD4	BXGT019667	Aurora kinase B	reviewed	Kinase	AURKB	Activity	'='	90	%
Q15418	BXGT013569	Ribosomal protein S6 kinase alpha-1	reviewed	Kinase	RPS6KA1	Activity	'='	110	%
P51812	BXGT010893	Ribosomal protein S6 kinase alpha-3	reviewed	Kinase	RPS6KA3	Activity	'='	112	%
P21396	BXGT008643	Amine oxidase [flavin-containing] A	reviewed	-	Maoa	IC50	'='	12	nM
O14757	BXGT004092	Serine/threonine-protein kinase Chk1	reviewed	Kinase	CHEK1	Activity	'='	94	%
Q9Y6L6	BXGT022334	Solute carrier organic anion transporter family member 1B1	reviewed	Transporter	SLCO1B1	Inhibition	'='	92	%
P00811	BXGT005666	Beta-lactamase	reviewed	-	ampC	Potency	'='	316	nM
O75582	BXGT005137	Ribosomal protein S6 kinase alpha-5	reviewed	Kinase	RPS6KA5	Activity	'='	94	%
P10636	BXGT007596	Microtubule-associated protein tau	reviewed	-	MAPT	Potency	'='	8912	nM
P08684	BXGT006812	Cytochrome P450 3A4	reviewed	Enzyme	CYP3A4	Potency	'='	19952	nM
Q92830	BXGT019379	Histone acetyltransferase KAT2A	reviewed	-	KAT2A	Potency	-	22387	nM
P06240	BXGT006428	Proto-oncogene tyrosine-protein kinase LCK	reviewed	-	Lck	Activity	'='	81	%
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	11885	nM
O75116	BXGT005100	Rho-associated protein kinase 2	reviewed	Kinase	ROCK2	Activity	'='	79	%
O00418	BXGT003918	Eukaryotic elongation factor 2 kinase	reviewed	Kinase	EEF2K	Activity	'='	107	%
B2RXH2	BXGT002006	Lysine-specific demethylase 4E	reviewed	-	KDM4E	Potency	'='	31622	nM
B2RXH2	BXGT002006	Lysine-specific demethylase 4E	reviewed	-	KDM4E	Potency	'='	28183	nM
Q8TD08	BXGT018803	Mitogen-activated protein kinase 15	reviewed	Kinase	MAPK15	Activity	'='	44	%
P10636	BXGT007596	Microtubule-associated protein tau	reviewed	-	MAPT	Potency	'='	22387	nM
O43781	BXGT004625	Dual specificity tyrosine-phosphorylation-regulated kinase 3	reviewed	Kinase	DYRK3	Activity	'='	49	%
P06280	BXGT006433	Alpha-galactosidase A	reviewed	-	GLA	Potency	'='	35481	nM
P45984	BXGT010495	Mitogen-activated protein kinase 9	reviewed	Kinase	MAPK9	Activity	'='	86	%
P00352	BXGT005510	Retinal dehydrogenase 1	reviewed	Enzyme	ALDH1A1	Potency	'='	35481	nM
O14920	BXGT004110	Inhibitor of nuclear factor kappa-B kinase subunit beta	reviewed	Kinase	IKBKB	Activity	'='	94	%
Q9UBT6	BXGT021664	DNA polymerase kappa	reviewed	-	POLK	Potency	-	22387	nM
Q00535	BXGT012534	Cyclin-dependent-like kinase 5	reviewed	Kinase	CDK5	Inhibition	'='	7	%
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	18356	nM
P47154	BXGT010566	CAAX prenyl protease 1	reviewed	-	STE24	AC50	'='	2766	nM
P16473	BXGT008234	Thyrotropin receptor	reviewed	G-protein coupled receptor	TSHR	Potency	'='	31622	nM
Q05513	BXGT012820	Protein kinase C zeta type	reviewed	Kinase	PRKCZ	Activity	'='	108	%
P49841	BXGT010750	Glycogen synthase kinase-3 beta	reviewed	Kinase	GSK3B	Activity	'='	100	%
P06746	BXGT006496	DNA polymerase beta	reviewed	Enzyme	POLB	Potency	'='	35481	nM
P28482	BXGT009263	Mitogen-activated protein kinase 1	reviewed	Kinase	MAPK1	Activity	'='	87	%
P29466	BXGT009349	Caspase-1	reviewed	Enzyme	CASP1	Potency	'='	12589	nM
Q9H2X6	BXGT020458	Homeodomain-interacting protein kinase 2	reviewed	Kinase	HIPK2	Activity	'='	91	%
Q9H422	BXGT020469	Homeodomain-interacting protein kinase 3	reviewed	Kinase	HIPK3	Activity	'='	97	%
P19784	BXGT008513	Casein kinase II subunit alpha'	reviewed	Kinase	CSNK2A2	Activity	'='	87	%
P68400	BXGT011599	Casein kinase II subunit alpha	reviewed	Kinase	CSNK2A1	Activity	'='	87	%
P67870	BXGT011566	Casein kinase II subunit beta	reviewed	Kinase	CSNK2B	Activity	'='	87	%
Q92630	BXGT019360	Dual specificity tyrosine-phosphorylation-regulated kinase 2	reviewed	Kinase	DYRK2	Activity	'='	73	%
Q99714	BXGT019954	3-hydroxyacyl-CoA dehydrogenase type-2	reviewed	Enzyme	HSD17B10	Potency	'='	31622	nM
Q13627	BXGT013385	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	reviewed	Kinase	DYRK1A	Activity	'='	29	%
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	29092	nM
P46063	BXGT010501	ATP-dependent DNA helicase Q1	reviewed	Enzyme	RECQL	Potency	'='	35481	nM
P11309	BXGT007685	Serine/threonine-protein kinase pim-1	reviewed	Kinase	PIM1	Activity	'='	104	%
Q14680	BXGT013499	Maternal embryonic leucine zipper kinase	reviewed	Kinase	MELK	Activity	'='	95	%
O15530	BXGT004177	3-phosphoinositide-dependent protein kinase 1	reviewed	Kinase	PDPK1	Activity	'='	86	%
P51955	BXGT010908	Serine/threonine-protein kinase Nek2	reviewed	Kinase	NEK2	Activity	'='	96	%
Q8TDX7	BXGT018817	Serine/threonine-protein kinase Nek7	reviewed	Kinase	NEK7	Activity	'='	107	%
P55210	BXGT011110	Caspase-7	reviewed	Enzyme	CASP7	Potency	'='	12589	nM
Q8IW41	BXGT018352	MAP kinase-activated protein kinase 5	reviewed	Kinase	MAPKAPK5	Activity	'='	74	%
Q16644	BXGT013647	MAP kinase-activated protein kinase 3	reviewed	Kinase	MAPKAPK3	Activity	'='	97	%
P17252	BXGT008294	Protein kinase C alpha type	reviewed	Kinase	PRKCA	Activity	'='	90	%
P10635	BXGT007595	Cytochrome P450 2D6	reviewed	-	CYP2D6	Potency	'='	3981	nM
P97697	BXGT012214	Inositol monophosphatase 1	reviewed	-	Impa1	Potency	'='	10000	nM
Q03164	BXGT012700	Histone-lysine N-methyltransferase 2A	reviewed	-	KMT2A	Potency	'='	39810	nM
O00255	BXGT003903	Menin	reviewed	-	MEN1	Potency	'='	39810	nM
P46063	BXGT010501	ATP-dependent DNA helicase Q1	reviewed	Enzyme	RECQL	Potency	'='	14125	nM
P19643	BXGT008505	Amine oxidase [flavin-containing] B	reviewed	-	Maob	IC50	'='	150000	nM
Q03164	BXGT012700	Histone-lysine N-methyltransferase 2A	reviewed	-	KMT2A	Potency	'='	15848	nM
O00255	BXGT003903	Menin	reviewed	-	MEN1	Potency	'='	15848	nM
P02791	BXGT005965	Ferritin light chain	reviewed	-	FTL	Potency	'='	35481	nM
P53350	BXGT010984	Serine/threonine-protein kinase PLK1	reviewed	Kinase	PLK1	Activity	'='	80	%
P27448	BXGT009183	MAP/microtubule affinity-regulating kinase 3	reviewed	Kinase	MARK3	Activity	'='	110	%
Q96QE3	BXGT019718	ATPase family AAA domain-containing protein 5	reviewed	-	ATAD5	Potency	-	9200	nM
P31751	BXGT009576	RAC-beta serine/threonine-protein kinase	reviewed	Kinase	AKT2	Activity	'='	105	%
P31749	BXGT009574	RAC-alpha serine/threonine-protein kinase	reviewed	Kinase	AKT1	Activity	'='	95	%
Q99714	BXGT019954	3-hydroxyacyl-CoA dehydrogenase type-2	reviewed	Enzyme	HSD17B10	Potency	'='	25118	nM
P41240	BXGT010242	Tyrosine-protein kinase CSK	reviewed	Kinase	CSK	Activity	'='	82	%
Q9HBH9	BXGT020521	MAP kinase-interacting serine/threonine-protein kinase 2	reviewed	Kinase	MKNK2	Activity	'='	92	%
Q15746	BXGT013591	Myosin light chain kinase, smooth muscle	reviewed	Kinase	MYLK	Activity	'='	112	%
P00523	BXGT005572	Proto-oncogene tyrosine-protein kinase Src	reviewed	-	SRC	Activity	'='	94	%
O96013	BXGT005414	Serine/threonine-protein kinase PAK 4	reviewed	Kinase	PAK4	Activity	'='	90	%
Q9NUW8	BXGT021219	Tyrosyl-DNA phosphodiesterase 1	reviewed	Enzyme	TDP1	Potency	-	9200	nM
P17612	BXGT008322	cAMP-dependent protein kinase catalytic subunit alpha	reviewed	Kinase	PRKACA	Activity	'='	89	%
P02545	BXGT005889	Prelamin-A/C	reviewed	-	LMNA	Potency	'='	7079	nM
P27695	BXGT009199	DNA-(apurinic or apyrimidinic site) lyase	reviewed	-	APEX1	Potency	-	25118	nM
O95149	BXGT005350	Snurportin-1	reviewed	-	SNUPN	Potency	-	1299	nM
Q14974	BXGT013516	Importin subunit beta-1	reviewed	Transporter	KPNB1	Potency	-	1299	nM
P62826	BXGT011463	GTP-binding nuclear protein Ran	reviewed	Enzyme modulator	RAN	Potency	-	1299	nM
O42275	BXGT004559	Acetylcholinesterase	reviewed	-	ache	IC50	'='	4900	nM
P25779	BXGT009067	Cruzipain	reviewed	-		Potency	'='	10000	nM
P15917	BXGT008169	Lethal factor	reviewed	-	lef	Potency	'='	25118	nM
P51450	BXGT010847	Nuclear receptor ROR-gamma	reviewed	-	Rorc	Potency	'='	12589	nM
Q9BUB5	BXGT020133	MAP kinase-interacting serine/threonine-protein kinase 1	reviewed	Kinase	MKNK1	Activity	'='	80	%
P23443	BXGT008866	Ribosomal protein S6 kinase beta-1	reviewed	Kinase	RPS6KB1	Activity	'='	93	%
P48730	BXGT010656	Casein kinase I isoform delta	reviewed	Kinase	CSNK1D	Activity	'='	65	%
Q63470	BXGT016073	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	reviewed	-	Dyrk1a	AC50	'='	1236	nM
Q96KQ7	BXGT019687	Histone-lysine N-methyltransferase EHMT2	reviewed	Epigenetic regulator	EHMT2	Potency	-	89125	nM
P24941	BXGT009002	Cyclin-dependent kinase 2	reviewed	Kinase	CDK2	Inhibition	'='	10	%
P15428	BXGT008121	15-hydroxyprostaglandin dehydrogenase [NAD(+)]	reviewed	-	HPGD	Potency	'='	35481	nM
Q16539	BXGT013634	Mitogen-activated protein kinase 14	reviewed	Kinase	MAPK14	Activity	'='	88	%
P27361	BXGT009176	Mitogen-activated protein kinase 3	reviewed	Kinase	MAPK3	Activity	'='	108	%
P53779	BXGT011014	Mitogen-activated protein kinase 10	reviewed	Kinase	MAPK10	Activity	'='	89	%
P00352	BXGT005510	Retinal dehydrogenase 1	reviewed	Enzyme	ALDH1A1	Potency	'='	28183	nM
P22303	BXGT008751	Acetylcholinesterase	reviewed	Enzyme	ACHE	Inhibition	'='	65	%
P47898	BXGT010594	5-hydroxytryptamine receptor 5A	reviewed	G-protein coupled receptor	HTR5A	Ki	'>'	10000	nM
P53778	BXGT011013	Mitogen-activated protein kinase 12	reviewed	Kinase	MAPK12	Activity	'='	120	%
Q9P286	BXGT021299	Serine/threonine-protein kinase PAK 5	reviewed	Kinase	PAK5	Activity	'='	84	%
P10636	BXGT007596	Microtubule-associated protein tau	reviewed	-	MAPT	Potency	'='	17782	nM
O00141	BXGT003882	Serine/threonine-protein kinase Sgk1	reviewed	Kinase	SGK1	Activity	'='	85	%
P42858	BXGT010341	Huntingtin	reviewed	-	HTT	Potency	'='	15848	nM
P46063	BXGT010501	ATP-dependent DNA helicase Q1	reviewed	Enzyme	RECQL	Potency	-	50118	nM
P54132	BXGT011032	Bloom syndrome protein	reviewed	-	BLM	Potency	'='	35481	nM
P10253	BXGT007550	Lysosomal alpha-glucosidase	reviewed	Enzyme	GAA	Potency	'='	22387	nM
Q9P1W9	BXGT021296	Serine/threonine-protein kinase pim-2	reviewed	Kinase	PIM2	Activity	'='	117	%
Q13188	BXGT013324	Serine/threonine-protein kinase 3	reviewed	Kinase	STK3	Activity	'='	101	%
Q9HC98	BXGT020528	Serine/threonine-protein kinase Nek6	reviewed	Kinase	NEK6	Activity	'='	94	%
O75496	BXGT005132	Geminin	reviewed	-	GMNN	Potency	-	3264	nM
Q8IWQ3	BXGT018355	Serine/threonine-protein kinase BRSK2	reviewed	Kinase	BRSK2	Activity	'='	103	%
Q96RR4	BXGT019734	Calcium/calmodulin-dependent protein kinase kinase 2	reviewed	Kinase	CAMKK2	Activity	'='	89	%
O42275	BXGT004559	Acetylcholinesterase	reviewed	-	ache	Inhibition	'='	85	%
Q99714	BXGT019954	3-hydroxyacyl-CoA dehydrogenase type-2	reviewed	Enzyme	HSD17B10	Potency	'='	39810	nM
Q96SB4	BXGT019740	SRSF protein kinase 1	reviewed	Kinase	SRPK1	Activity	'='	89	%
Q9NR56	BXGT021179	Muscleblind-like protein 1	reviewed	Nucleic acid binding	MBNL1	Potency	-	28183	nM
P55210	BXGT011110	Caspase-7	reviewed	Enzyme	CASP7	Potency	'='	10000	nM
Q99700	BXGT019949	Ataxin-2	reviewed	Nucleic acid binding	ATXN2	Potency	-	8912	nM
Q9NPD5	BXGT021151	Solute carrier organic anion transporter family member 1B3	reviewed	Transporter	SLCO1B3	Inhibition	'='	115	%
Q14012	BXGT013437	Calcium/calmodulin-dependent protein kinase type 1	reviewed	Kinase	CAMK1	Activity	'='	103	%
Q13315	BXGT013339	Serine-protein kinase ATM	reviewed	Kinase	ATM	Potency	'='	35481	nM
P22303	BXGT008751	Acetylcholinesterase	reviewed	Enzyme	ACHE	IC50	'='	23700	nM
Q9NQU5	BXGT021169	Serine/threonine-protein kinase PAK 6	reviewed	-	PAK6	Activity	'='	106	%
B2RXH2	BXGT002006	Lysine-specific demethylase 4E	reviewed	-	KDM4E	Potency	'='	25118	nM

Foods containing the compound

Foods

BXGF Id	Food Name	Scientific Name	Food Group
BXGF Id	Food Name	Scientific Name	Food Group
BXGF00818	Herbs and Spices		Herbs and Spices
BXGF00823	Fruits		Fruits
BXGF01008	Peganum harmala	Peganum harmala	Medicinal Plant

The compound-realted diseases

Diseases

BXGD Id	Disease Name	CUI Disease Id	Disease Class Name	Number of targets^{?Number of targets related to compound connecting disease, higher numbers indicate the compound is more associated with the disease}