IMPPAT | IMPPAT: Indian Medicinal Plants, Phytochemistry And Therapeutics

Summary

SMILES: CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@H]1NCCc2c1cc(OC)c(c2)OC)cc(c(c3)OC)OC
InChI: InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1
InChIKey: AUVVAXYIELKVAI-CKBKHPSWSA-N
DeepSMILES: CC[C@H]CNCCcc[C@@H]6C[C@@H]%10C[C@H]NCCcc6ccOC))cc6)OC)))))))))))))))cccc6)OC)))OC
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CCNC2CC1CCN2CCc3ccccc3C2C1
Scaffold Graph/Node level: C1CCC2C(C1)CCNC2CC1CCN2CCC3CCCCC3C2C1
Scaffold Graph level: C1CCC2C(C1)CCCC2CC1CCC2CCC3CCCCC3C2C1
Functional groups: cOC; CN(C)C; CNC

Chemical classification

ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Emetine alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Terpenoid tetrahydroisoquinoline alkaloids

Synonymous chemical names:
emetine, Emetine, (-) emetine, emetin

External chemical identifiers:
CID:CID_10219 ; ChEMBL:CHEMBL50588 ; ChEBI:CHEBI:4781 ; ZINC:ZINC000003830747 ; FDASRS:X8D5EPO80M ; SureChEMBL:SCHEMBL56277

Chemical structure download

2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT

Physicochemical properties

Property name	Tool	Property value
Molecular weight (g/mol)	RDKit	480.65
Log P	RDKit	4.94
Topological polar surface area (Å²)	RDKit	52.19
Number of hydrogen bond acceptors	RDKit	6
Number of hydrogen bond donors	RDKit	1
Number of carbon atoms	RDKit	29
Number of heavy atoms	RDKit	35
Number of heteroatoms	RDKit	6
Number of nitrogen atoms	RDKit	2
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	4
Stereochemical complexity	RDKit	0.14
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	12
Number of sp³ hybridized carbon atoms	RDKit	17
Shape complexity	RDKit	0.59
Number of rotatable bonds	RDKit	7
Number of aliphatic carbocycles	RDKit	0
Number of aliphatic heterocycles	RDKit	3
Number of aliphatic rings	RDKit	3
Number of aromatic carbocycles	RDKit	2
Number of aromatic heterocycles	RDKit	0
Number of aromatic rings	RDKit	2
Total number of rings	RDKit	5
Number of saturated carbocycles	RDKit	0
Number of saturated heterocycles	RDKit	1
Number of saturated rings	RDKit	1
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	5

Drug-likeness

Property name	Tool	Property value
Number of Lipinski’s rule of 5 violations	RDKit	0
Lipinski’s rule of 5 filter	RDKit	Passed
Number of Ghose filter violations	RDKit	3
Ghose filter	RDKit	Failed
Veber filter	RDKit	Good
Pfizer 3/75 filter	RDKit	Bad
GSK 4/400 filter	RDKit	Bad
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.605684

ADME properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.55
Solubility class [ESOL]	SwissADME	Moderately soluble
Solubility class [Silicos-IT]	SwissADME	Poorly soluble
Blood Brain Barrier permeation	SwissADME	Yes
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-5.87
Number of PAINS structural alerts	SwissADME	0
Number of Brenk structural alerts	SwissADME	0
CYP1A2 inhibitor	SwissADME	No
CYP2C19 inhibitor	SwissADME	No
CYP2C9 inhibitor	SwissADME	No
CYP2D6 inhibitor	SwissADME	No
CYP3A4 inhibitor	SwissADME	No
P-glycoprotein substrate	SwissADME	Yes

Human target proteins supported by experimental evidence

IMPPAT target identifier	Gene identifier	HGNC symbol	Entrez Gene identifier	Source
TAR_EXP_001592	ENSG00000059377	TBXAS1	6916	ChEMBL
TAR_EXP_001591	ENSG00000006638	TBXA2R	6915	ChEMBL
TAR_EXP_001587	ENSG00000115353	TACR1	6869	ChEMBL
TAR_EXP_001585	ENSG00000075073	TACR2	6865	ChEMBL
TAR_EXP_000243	ENSG00000150594	ADRA2A	150	ChEMBL, NPASS
TAR_EXP_001639	ENSG00000197405	C5AR1	728	ChEMBL
TAR_EXP_001542	ENSG00000197375	SLC22A5	6584	ChEMBL, NPASS
TAR_EXP_001520	ENSG00000108576	SLC6A4	6532	ChEMBL
TAR_EXP_001519	ENSG00000142319	SLC6A3	6531	ChEMBL
TAR_EXP_001518	ENSG00000103546	SLC6A2	6530	ChEMBL
TAR_EXP_001574	ENSG00000087586	AURKA	6790	ChEMBL
TAR_EXP_001508	ENSG00000117394	SLC2A1	6513	ChEMBL, NPASS
TAR_EXP_001642	ENSG00000121807	CCR2	729230	ChEMBL
TAR_EXP_001684	ENSG00000104267	CA2	760	ChEMBL
TAR_EXP_000692	ENSG00000113161	HMGCR	3156	ChEMBL
TAR_EXP_000703	ENSG00000196639	HRH1	3269	ChEMBL
TAR_EXP_000704	ENSG00000113749	HRH2	3274	ChEMBL
TAR_EXP_000706	ENSG00000291796	APEX1	328	NPASS
TAR_EXP_000727	ENSG00000178394	HTR1A	3350	ChEMBL
TAR_EXP_000732	ENSG00000102468	HTR2A	3356	ChEMBL
TAR_EXP_001900	ENSG00000123595	RAB9A	9367	NPASS
TAR_EXP_001839	ENSG00000110148	CCKBR	887	ChEMBL
TAR_EXP_001669	ENSG00000114812	VIPR1	7433	ChEMBL
TAR_EXP_001837	ENSG00000163394	CCKAR	886	ChEMBL
TAR_EXP_001825	ENSG00000122779	TRIM24	8805	ChEMBL
TAR_EXP_001816	ENSG00000108846	ABCC3	8714	BindingDB, NPASS
TAR_EXP_001811	ENSG00000138735	PDE5A	8654	ChEMBL
TAR_EXP_001808	ENSG00000276582	ABCB11	8647	NPASS
TAR_EXP_001753	ENSG00000137752	CASP1	834	ChEMBL
TAR_EXP_001728	ENSG00000176208	ATAD5	79915	ChEMBL, NPASS
TAR_EXP_001727	ENSG00000004948	CALCR	799	ChEMBL
TAR_EXP_001709	ENSG00000156983	BRPF1	7862	ChEMBL
TAR_EXP_001836	ENSG00000144852	NR1I2	8856	ChEMBL
TAR_EXP_001468	ENSG00000204842	ATXN2	6311	ChEMBL, NPASS
TAR_EXP_001458	ENSG00000168398	BDKRB2	624	ChEMBL
TAR_EXP_001376	ENSG00000069667	RORA	6095	BindingDB
TAR_EXP_000983	ENSG00000141458	NPC1	4864	NPASS
TAR_EXP_000966	ENSG00000116044	NFE2L2	4780	NPASS
TAR_EXP_000888	ENSG00000100985	MMP9	4318	ChEMBL
TAR_EXP_000883	ENSG00000196611	MMP1	4312	ChEMBL
TAR_EXP_000881	ENSG00000087085	ACHE	43	ChEMBL
TAR_EXP_000863	ENSG00000176136	MC5R	4161	ChEMBL
TAR_EXP_000862	ENSG00000166603	MC4R	4160	ChEMBL
TAR_EXP_000861	ENSG00000124089	MC3R	4159	ChEMBL
TAR_EXP_000987	ENSG00000164128	NPY1R	4886	ChEMBL
TAR_EXP_000851	ENSG00000189221	MAOA	4128	ChEMBL
TAR_EXP_000798	ENSG00000055118	KCNH2	3757	ChEMBL
TAR_EXP_000776	ENSG00000005844	ITGAL	3683	BindingDB, ChEMBL, NPASS
TAR_EXP_000773	ENSG00000169083	AR	367	ChEMBL, NPASS
TAR_EXP_000761	ENSG00000180871	CXCR2	3579	ChEMBL
TAR_EXP_000760	ENSG00000163464	CXCR1	3577	ChEMBL
TAR_EXP_000744	ENSG00000186188	FFAR4	338557	ChEMBL
TAR_EXP_000738	ENSG00000158748	HTR6	3362	ChEMBL
TAR_EXP_000735	ENSG00000166736	HTR3A	3359	ChEMBL
TAR_EXP_000822	ENSG00000182866	LCK	3932	ChEMBL
TAR_EXP_000988	ENSG00000185149	NPY2R	4887	ChEMBL
TAR_EXP_001001	ENSG00000116329	OPRD1	4985	ChEMBL
TAR_EXP_001002	ENSG00000082556	OPRK1	4986	ChEMBL
TAR_EXP_001320	ENSG00000262418	PTPRC	5788	ChEMBL
TAR_EXP_001299	ENSG00000073756	PTGS2	5743	ChEMBL
TAR_EXP_001298	ENSG00000095303	PTGS1	5742	ChEMBL
TAR_EXP_001289	ENSG00000169403	PTAFR	5724	ChEMBL
TAR_EXP_001231	ENSG00000102882	MAPK3	5595	ChEMBL
TAR_EXP_001230	ENSG00000100030	MAPK1	5594	ChEMBL
TAR_EXP_001207	ENSG00000154229	PRKCA	5578	ChEMBL
TAR_EXP_001206	ENSG00000042088	TDP1	55775	ChEMBL, NPASS
TAR_EXP_001190	ENSG00000126895	AVPR2	554	ChEMBL
TAR_EXP_001186	ENSG00000138814	PPP3CA	5530	ChEMBL
TAR_EXP_001181	ENSG00000166148	AVPR1A	552	ChEMBL
TAR_EXP_001171	ENSG00000132170	PPARG	5468	ChEMBL
TAR_EXP_001170	ENSG00000112033	PPARD	5467	NPASS
TAR_EXP_001106	ENSG00000085563	ABCB1	5243	ChEMBL, NPASS
TAR_EXP_001105	ENSG00000082175	PGR	5241	ChEMBL
TAR_EXP_001061	ENSG00000113448	PDE4D	5144	ChEMBL
TAR_EXP_001056	ENSG00000065989	PDE4A	5141	ChEMBL
TAR_EXP_001053	ENSG00000172572	PDE3A	5139	ChEMBL
TAR_EXP_001003	ENSG00000112038	OPRM1	4988	ChEMBL
TAR_EXP_000265	ENSG00000255974	CYP2A6	1548	ChEMBL
TAR_EXP_000267	ENSG00000188778	ADRB3	155	ChEMBL
TAR_EXP_000277	ENSG00000130649	CYP2E1	1571	ChEMBL
TAR_EXP_000273	ENSG00000138109	CYP2C9	1559	ChEMBL
TAR_EXP_000081	ENSG00000173198	CYSLTR1	10800	ChEMBL
TAR_EXP_000073	ENSG00000089050	RBBP9	10741	BindingDB, ChEMBL, NPASS
TAR_EXP_000041	ENSG00000147955	SIGMAR1	10280	ChEMBL
TAR_EXP_000039	ENSG00000125257	ABCC4	10257	BindingDB, NPASS
TAR_EXP_000027	ENSG00000123374	CDK2	1017	ChEMBL
TAR_EXP_000008	ENSG00000153094	BCL2L11	10018	BindingDB
TAR_EXP_000250	ENSG00000100448	CTSG	1511	ChEMBL
TAR_EXP_000095	ENSG00000224143	EHMT2	10919	NPASS
TAR_EXP_000253	ENSG00000135047	CTSL	1514	BindingDB
TAR_EXP_000256	ENSG00000163131	CTSS	1520	BindingDB
TAR_EXP_000257	ENSG00000168329	CX3CR1	1524	ChEMBL
TAR_EXP_000258	ENSG00000043591	ADRB1	153	ChEMBL
TAR_EXP_000261	ENSG00000169252	ADRB2	154	ChEMBL
TAR_EXP_000734	ENSG00000147246	HTR2C	3358	ChEMBL
TAR_EXP_000263	ENSG00000140505	CYP1A2	1544	ChEMBL
TAR_EXP_000687	ENSG00000100644	HIF1A	3091	BindingDB, ChEMBL, NPASS
TAR_EXP_000255	ENSG00000184160	ADRA2C	152	ChEMBL, NPASS
TAR_EXP_000660	ENSG00000082701	GSK3B	2932	ChEMBL
TAR_EXP_000125	ENSG00000101180	HRH3	11255	ChEMBL
TAR_EXP_000130	ENSG00000181072	CHRM2	1129	ChEMBL
TAR_EXP_000239	ENSG00000120907	ADRA1A	148	ChEMBL
TAR_EXP_000233	ENSG00000171873	ADRA1D	146	ChEMBL
TAR_EXP_000227	ENSG00000141551	CSNK1D	1453	ChEMBL
TAR_EXP_000222	ENSG00000112062	MAPK14	1432	ChEMBL
TAR_EXP_000214	ENSG00000282608	ADORA3	140	ChEMBL
TAR_EXP_000213	ENSG00000147262	GPR119	139760	ChEMBL
TAR_EXP_000203	ENSG00000128271	ADORA2A	135	ChEMBL
TAR_EXP_000127	ENSG00000168539	CHRM1	1128	ChEMBL
TAR_EXP_000200	ENSG00000163485	ADORA1	134	ChEMBL
TAR_EXP_000182	ENSG00000023839	ABCC2	1244	NPASS
TAR_EXP_000178	ENSG00000160791	CCR5	1234	ChEMBL
TAR_EXP_000177	ENSG00000183813	CCR4	1233	ChEMBL
TAR_EXP_000144	ENSG00000101204	CHRNA4	1137	ChEMBL
TAR_EXP_000137	ENSG00000184984	CHRM5	1133	ChEMBL
TAR_EXP_000134	ENSG00000180720	CHRM4	1132	ChEMBL
TAR_EXP_000133	ENSG00000133019	CHRM3	1131	ChEMBL
TAR_EXP_000187	ENSG00000118432	CNR1	1268	ChEMBL
TAR_EXP_000645	ENSG00000113580	NR3C1	2908	ChEMBL
TAR_EXP_000627	ENSG00000102539	MLNR	2862	ChEMBL
TAR_EXP_000626	ENSG00000178623	GPR35	2859	ChEMBL
TAR_EXP_000370	ENSG00000116016	EPAS1	2034	ChEMBL, NPASS
TAR_EXP_000367	ENSG00000112759	SLC29A1	2030	ChEMBL
TAR_EXP_000357	ENSG00000277571	ELANE	1991	ChEMBL
TAR_EXP_000348	ENSG00000146648	EGFR	1956	ChEMBL
TAR_EXP_000339	ENSG00000151617	EDNRA	1909	ChEMBL
TAR_EXP_000337	ENSG00000170989	S1PR1	1901	ChEMBL
TAR_EXP_000333	ENSG00000134817	APLNR	187	ChEMBL
TAR_EXP_000387	ENSG00000141736	ERBB2	2064	ChEMBL
TAR_EXP_000332	ENSG00000180772	AGTR2	186	ChEMBL
TAR_EXP_000327	ENSG00000069696	DRD4	1815	ChEMBL
TAR_EXP_000326	ENSG00000151577	DRD3	1814	ChEMBL
TAR_EXP_000325	ENSG00000149295	DRD2	1813	ChEMBL
TAR_EXP_000324	ENSG00000184845	DRD1	1812	ChEMBL
TAR_EXP_000280	ENSG00000160868	CYP3A4	1576	ChEMBL
TAR_EXP_000249	ENSG00000274286	ADRA2B	151	ChEMBL
TAR_EXP_000276	ENSG00000272532	CYP2D6	1565	ChEMBL
TAR_EXP_000330	ENSG00000144891	AGTR1	185	ChEMBL
TAR_EXP_000271	ENSG00000165841	CYP2C19	1557	ChEMBL
TAR_EXP_000395	ENSG00000091831	ESR1	2099	ChEMBL
TAR_EXP_000405	ENSG00000180210	F2	2147	ChEMBL
TAR_EXP_000604	ENSG00000112164	GLP1R	2740	ChEMBL
TAR_EXP_000578	ENSG00000121853	GHSR	2693	ChEMBL
TAR_EXP_000575	ENSG00000153292	ADGRF1	266977	ChEMBL
TAR_EXP_000533	ENSG00000113327	GABRG2	2566	ChEMBL
TAR_EXP_000528	ENSG00000145864	GABRB2	2561	ChEMBL
TAR_EXP_000522	ENSG00000151834	GABRA2	2555	ChEMBL
TAR_EXP_000521	ENSG00000022355	GABRA1	2554	ChEMBL
TAR_EXP_000397	ENSG00000140009	ESR2	2100	ChEMBL
TAR_EXP_000515	ENSG00000010810	FYN	2534	ChEMBL
TAR_EXP_000509	ENSG00000097007	ABL1	25	ChEMBL
TAR_EXP_000505	ENSG00000198793	MTOR	2475	ChEMBL, NPASS
TAR_EXP_000488	ENSG00000171049	FPR2	2358	ChEMBL
TAR_EXP_000477	ENSG00000141867	BRD4	23476	ChEMBL
TAR_EXP_000461	ENSG00000102755	FLT1	2321	ChEMBL
TAR_EXP_000439	ENSG00000068078	FGFR3	2261	ChEMBL
TAR_EXP_000433	ENSG00000168496	FEN1	2237	NPASS
TAR_EXP_000511	ENSG00000136931	NR5A1	2516	BindingDB
TAR_EXP_000733	ENSG00000135914	HTR2B	3357	ChEMBL

a curated database

IMPPAT Phytochemical information:
Emetine

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information: Emetine

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information:
Emetine