IMPPAT | IMPPAT: Indian Medicinal Plants, Phytochemistry And Therapeutics

Summary

SMILES: C1CC[C@@H]2N(C1)C[C@@H]1C[C@H]2CN2[C@@H]1CCCC2
InChI: InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1
InChIKey: SLRCCWJSBJZJBV-ZQDZILKHSA-N
DeepSMILES: CCC[C@@H]NC6)C[C@@H]C[C@H]6CN[C@@H]6CCCC6
Scaffold Graph/Node/Bond level: C1CCN2CC3CC(CN4CCCCC34)C2C1
Scaffold Graph/Node level: C1CCN2CC3CC(CN4CCCCC34)C2C1
Scaffold Graph level: C1CCC2C(C1)CC1CC2CC2CCCCC21
Functional groups: CN(C)C

Chemical classification

ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Lupin alkaloids
ClassyFire Subclass: Sparteine, lupanine, and related alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Lysine alkaloids
NP Classifier Class: Quinolizidine alkaloids

Synonymous chemical names:
Sparteine, (-)-sparteine, sparteine

External chemical identifiers:
CID:CID_644020 ; ChEMBL:CHEMBL1908847 ; ChEBI:CHEBI:28827 ; ZINC:ZINC000001408502 ; FDASRS:298897D62S ; SureChEMBL:SCHEMBL79043 ; MolPort-003-987-414

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	234.39
Log P	RDKit	2.35
Topological polar surface area (Å²)	RDKit	6.48
Number of hydrogen bond acceptors	RDKit	2
Number of hydrogen bond donors	RDKit	0
Number of carbon atoms	RDKit	15
Number of heavy atoms	RDKit	17
Number of heteroatoms	RDKit	2
Number of nitrogen atoms	RDKit	2
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	4
Stereochemical complexity	RDKit	0.27
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	0
Number of sp³ hybridized carbon atoms	RDKit	15
Shape complexity	RDKit	1
Number of rotatable bonds	RDKit	0
Number of aliphatic carbocycles	RDKit	0
Number of aliphatic heterocycles	RDKit	4
Number of aliphatic rings	RDKit	4
Number of aromatic carbocycles	RDKit	0
Number of aromatic heterocycles	RDKit	0
Number of aromatic rings	RDKit	0
Total number of rings	RDKit	4
Number of saturated carbocycles	RDKit	0
Number of saturated heterocycles	RDKit	4
Number of saturated rings	RDKit	4
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	4

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	0
Ghose filter	RDKit	Passed
Veber filter	RDKit	Good
Pfizer 3/75 filter	RDKit	Bad
GSK 4/400 filter	RDKit	Good
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.63463

ADME properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.55
Solubility class [ESOL]	SwissADME	Soluble
Solubility class [Silicos-IT]	SwissADME	Soluble
Blood Brain Barrier permeation	SwissADME	Yes
Gastrointestinal absorption	SwissADME	Low
Log K_p (Skin permeation, cm/s)	SwissADME	-5.93
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	No

Human target proteins supported by experimental evidence

IMPPAT target identifier	Gene identifier	HGNC symbol	Entrez Gene identifier	Source
TAR_EXP_000263	ENSG00000140505	CYP1A2	1544	ChEMBL
TAR_EXP_001298	ENSG00000095303	PTGS1	5742	ChEMBL
TAR_EXP_000134	ENSG00000180720	CHRM4	1132	ChEMBL
TAR_EXP_001320	ENSG00000262418	PTPRC	5788	ChEMBL
TAR_EXP_000703	ENSG00000196639	HRH1	3269	ChEMBL
TAR_EXP_000645	ENSG00000113580	NR3C1	2908	ChEMBL
TAR_EXP_000265	ENSG00000255974	CYP2A6	1548	ChEMBL
TAR_EXP_000267	ENSG00000188778	ADRB3	155	ChEMBL
TAR_EXP_000261	ENSG00000169252	ADRB2	154	ChEMBL
TAR_EXP_000704	ENSG00000113749	HRH2	3274	ChEMBL
TAR_EXP_000271	ENSG00000165841	CYP2C19	1557	ChEMBL
TAR_EXP_000692	ENSG00000113161	HMGCR	3156	ChEMBL
TAR_EXP_000258	ENSG00000043591	ADRB1	153	ChEMBL
TAR_EXP_000133	ENSG00000133019	CHRM3	1131	ChEMBL
TAR_EXP_000250	ENSG00000100448	CTSG	1511	ChEMBL
TAR_EXP_001642	ENSG00000121807	CCR2	729230	ChEMBL
TAR_EXP_001669	ENSG00000114812	VIPR1	7433	ChEMBL
TAR_EXP_001837	ENSG00000163394	CCKAR	886	ChEMBL
TAR_EXP_001458	ENSG00000168398	BDKRB2	624	ChEMBL
TAR_EXP_001518	ENSG00000103546	SLC6A2	6530	ChEMBL
TAR_EXP_001519	ENSG00000142319	SLC6A3	6531	ChEMBL
TAR_EXP_001520	ENSG00000108576	SLC6A4	6532	ChEMBL
TAR_EXP_001585	ENSG00000075073	TACR2	6865	ChEMBL
TAR_EXP_001587	ENSG00000115353	TACR1	6869	ChEMBL
TAR_EXP_001592	ENSG00000059377	TBXAS1	6916	ChEMBL
TAR_EXP_001684	ENSG00000104267	CA2	760	ChEMBL
TAR_EXP_000214	ENSG00000282608	ADORA3	140	ChEMBL
TAR_EXP_000222	ENSG00000112062	MAPK14	1432	ChEMBL
TAR_EXP_000233	ENSG00000171873	ADRA1D	146	ChEMBL
TAR_EXP_001727	ENSG00000004948	CALCR	799	ChEMBL
TAR_EXP_001753	ENSG00000137752	CASP1	834	ChEMBL
TAR_EXP_000273	ENSG00000138109	CYP2C9	1559	ChEMBL
TAR_EXP_000243	ENSG00000150594	ADRA2A	150	ChEMBL
TAR_EXP_000249	ENSG00000274286	ADRA2B	151	ChEMBL
TAR_EXP_000255	ENSG00000184160	ADRA2C	152	ChEMBL
TAR_EXP_000276	ENSG00000272532	CYP2D6	1565	ChEMBL
TAR_EXP_001299	ENSG00000073756	PTGS2	5743	ChEMBL
TAR_EXP_000732	ENSG00000102468	HTR2A	3356	ChEMBL
TAR_EXP_000883	ENSG00000196611	MMP1	4312	ChEMBL
TAR_EXP_000881	ENSG00000087085	ACHE	43	ChEMBL
TAR_EXP_000880	ENSG00000118058	KMT2A	4297	NPASS
TAR_EXP_000461	ENSG00000102755	FLT1	2321	ChEMBL
TAR_EXP_000760	ENSG00000163464	CXCR1	3577	ChEMBL
TAR_EXP_000203	ENSG00000128271	ADORA2A	135	ChEMBL
TAR_EXP_000515	ENSG00000010810	FYN	2534	ChEMBL
TAR_EXP_000554	ENSG00000101347	SAMHD1	25939	ChEMBL
TAR_EXP_000200	ENSG00000163485	ADORA1	134	ChEMBL
TAR_EXP_000277	ENSG00000130649	CYP2E1	1571	ChEMBL
TAR_EXP_000187	ENSG00000118432	CNR1	1268	ChEMBL
TAR_EXP_001811	ENSG00000138735	PDE5A	8654	ChEMBL
TAR_EXP_000888	ENSG00000100985	MMP9	4318	ChEMBL
TAR_EXP_000863	ENSG00000176136	MC5R	4161	ChEMBL
TAR_EXP_000861	ENSG00000124089	MC3R	4159	ChEMBL
TAR_EXP_000851	ENSG00000189221	MAOA	4128	ChEMBL
TAR_EXP_000178	ENSG00000160791	CCR5	1234	ChEMBL
TAR_EXP_000177	ENSG00000183813	CCR4	1233	ChEMBL
TAR_EXP_000137	ENSG00000184984	CHRM5	1133	ChEMBL
TAR_EXP_000822	ENSG00000182866	LCK	3932	ChEMBL
TAR_EXP_000798	ENSG00000055118	KCNH2	3757	ChEMBL
TAR_EXP_000761	ENSG00000180871	CXCR2	3579	ChEMBL
TAR_EXP_000041	ENSG00000147955	SIGMAR1	10280	ChEMBL
TAR_EXP_000081	ENSG00000173198	CYSLTR1	10800	ChEMBL
TAR_EXP_000127	ENSG00000168539	CHRM1	1128	ChEMBL
TAR_EXP_000130	ENSG00000181072	CHRM2	1129	ChEMBL
TAR_EXP_000862	ENSG00000166603	MC4R	4160	ChEMBL
TAR_EXP_000987	ENSG00000164128	NPY1R	4886	ChEMBL
TAR_EXP_000326	ENSG00000151577	DRD3	1814	ChEMBL
TAR_EXP_000348	ENSG00000146648	EGFR	1956	ChEMBL
TAR_EXP_000357	ENSG00000277571	ELANE	1991	ChEMBL
TAR_EXP_000387	ENSG00000141736	ERBB2	2064	ChEMBL
TAR_EXP_000332	ENSG00000180772	AGTR2	186	ChEMBL
TAR_EXP_000327	ENSG00000069696	DRD4	1815	ChEMBL
TAR_EXP_000325	ENSG00000149295	DRD2	1813	ChEMBL
TAR_EXP_000324	ENSG00000184845	DRD1	1812	ChEMBL
TAR_EXP_000395	ENSG00000091831	ESR1	2099	ChEMBL
TAR_EXP_000738	ENSG00000158748	HTR6	3362	ChEMBL
TAR_EXP_000734	ENSG00000147246	HTR2C	3358	ChEMBL
TAR_EXP_000397	ENSG00000140009	ESR2	2100	ChEMBL
TAR_EXP_000733	ENSG00000135914	HTR2B	3357	ChEMBL
TAR_EXP_001003	ENSG00000112038	OPRM1	4988	ChEMBL
TAR_EXP_000988	ENSG00000185149	NPY2R	4887	ChEMBL
TAR_EXP_001001	ENSG00000116329	OPRD1	4985	ChEMBL
TAR_EXP_001002	ENSG00000082556	OPRK1	4986	ChEMBL
TAR_EXP_000280	ENSG00000160868	CYP3A4	1576	ChEMBL
TAR_EXP_001289	ENSG00000169403	PTAFR	5724	ChEMBL
TAR_EXP_001181	ENSG00000166148	AVPR1A	552	ChEMBL
TAR_EXP_000339	ENSG00000151617	EDNRA	1909	ChEMBL
TAR_EXP_001207	ENSG00000154229	PRKCA	5578	ChEMBL
TAR_EXP_001230	ENSG00000100030	MAPK1	5594	ChEMBL
TAR_EXP_001231	ENSG00000102882	MAPK3	5595	ChEMBL
TAR_EXP_001186	ENSG00000138814	PPP3CA	5530	ChEMBL

a curated database

IMPPAT Phytochemical information:
Sparteine

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information: Sparteine

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information:
Sparteine