IMPPAT | IMPPAT: Indian Medicinal Plants, Phytochemistry And Therapeutics

Summary

SMILES: CC(=C)[C@@H]1[C@H]2OC(=O)[C@@H]1[C@]1([C@]3([C@@H]2OC(=O)[C@]23[C@@H](C1)O2)C)O
InChI: InChI=1S/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8-,9-,10-,13-,14-,15+/m1/s1
InChIKey: PIMZUZSSNYHVCU-YKWPQBAZSA-N
DeepSMILES: CC=C)[C@@H][C@H]OC=O)[C@@H]5[C@][C@][C@@H]7OC=O)[C@@]5[C@@H]C8)O3))))))C))O
Scaffold Graph/Node/Bond level: O=C1OC2CC1C1CC3OC34C(=O)OC2C14
Scaffold Graph/Node level: OC1OC2CC1C1CC3OC34C(O)OC2C14
Scaffold Graph level: CC1CC2CC1C1CC3CC34C(C)CC2C14
Functional groups: C=C(C)C; COC(=O)C; C[C@H]1O[C@@]12CCOC2=O; CO

Chemical classification

ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Furopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Picrotoxane sesquiterpenoids

Synonymous chemical names:
Picrotoxinin, picrotoxinin

External chemical identifiers:
CID:CID_442292 ; ChEMBL:CHEMBL47244 ; ChEBI:CHEBI:8206 ; ZINC:ZINC000004098166 ; FDASRS:9K011NUF0R ; SureChEMBL:SCHEMBL559915 ; MolPort-003-665-527

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	292.29
Log P	RDKit	-0.06
Topological polar surface area (Å²)	RDKit	85.36
Number of hydrogen bond acceptors	RDKit	6
Number of hydrogen bond donors	RDKit	1
Number of carbon atoms	RDKit	15
Number of heavy atoms	RDKit	21
Number of heteroatoms	RDKit	6
Number of nitrogen atoms	RDKit	0
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	8
Stereochemical complexity	RDKit	0.53
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	4
Number of sp³ hybridized carbon atoms	RDKit	11
Shape complexity	RDKit	0.73
Number of rotatable bonds	RDKit	1
Number of aliphatic carbocycles	RDKit	2
Number of aliphatic heterocycles	RDKit	3
Number of aliphatic rings	RDKit	5
Number of aromatic carbocycles	RDKit	0
Number of aromatic heterocycles	RDKit	0
Number of aromatic rings	RDKit	0
Total number of rings	RDKit	5
Number of saturated carbocycles	RDKit	2
Number of saturated heterocycles	RDKit	3
Number of saturated rings	RDKit	5
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	0
Ghose filter	RDKit	Passed
Veber filter	RDKit	Good
Pfizer 3/75 filter	RDKit	Good
GSK 4/400 filter	RDKit	Good
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.413812

ADME properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.55
Solubility class [ESOL]	SwissADME	Very soluble
Solubility class [Silicos-IT]	SwissADME	Soluble
Blood Brain Barrier permeation	SwissADME	No
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-7.72
Number of PAINS structural alerts	SwissADME	0
Number of Brenk structural alerts	SwissADME	3
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_000798	ENSG00000055118	KCNH2	3757	ChEMBL
TAR_EXP_000761	ENSG00000180871	CXCR2	3579	ChEMBL
TAR_EXP_000760	ENSG00000163464	CXCR1	3577	ChEMBL
TAR_EXP_000738	ENSG00000158748	HTR6	3362	ChEMBL
TAR_EXP_000734	ENSG00000147246	HTR2C	3358	ChEMBL
TAR_EXP_000733	ENSG00000135914	HTR2B	3357	ChEMBL
TAR_EXP_000339	ENSG00000151617	EDNRA	1909	ChEMBL
TAR_EXP_000704	ENSG00000113749	HRH2	3274	ChEMBL
TAR_EXP_000692	ENSG00000113161	HMGCR	3156	ChEMBL
TAR_EXP_000822	ENSG00000182866	LCK	3932	ChEMBL
TAR_EXP_000645	ENSG00000113580	NR3C1	2908	ChEMBL
TAR_EXP_000616	ENSG00000111700	SLCO1B3	28234	ChEMBL
TAR_EXP_000554	ENSG00000101347	SAMHD1	25939	ChEMBL
TAR_EXP_000732	ENSG00000102468	HTR2A	3356	ChEMBL
TAR_EXP_000851	ENSG00000189221	MAOA	4128	ChEMBL
TAR_EXP_000881	ENSG00000087085	ACHE	43	ChEMBL
TAR_EXP_000862	ENSG00000166603	MC4R	4160	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_001186	ENSG00000138814	PPP3CA	5530	ChEMBL
TAR_EXP_001181	ENSG00000166148	AVPR1A	552	ChEMBL
TAR_EXP_001003	ENSG00000112038	OPRM1	4988	ChEMBL
TAR_EXP_001002	ENSG00000082556	OPRK1	4986	ChEMBL
TAR_EXP_001001	ENSG00000116329	OPRD1	4985	ChEMBL
TAR_EXP_000988	ENSG00000185149	NPY2R	4887	ChEMBL
TAR_EXP_000987	ENSG00000164128	NPY1R	4886	ChEMBL
TAR_EXP_000888	ENSG00000100985	MMP9	4318	ChEMBL
TAR_EXP_000883	ENSG00000196611	MMP1	4312	ChEMBL
TAR_EXP_000041	ENSG00000147955	SIGMAR1	10280	ChEMBL
TAR_EXP_000863	ENSG00000176136	MC5R	4161	ChEMBL
TAR_EXP_000861	ENSG00000124089	MC3R	4159	ChEMBL
TAR_EXP_000061	ENSG00000134538	SLCO1B1	10599	ChEMBL
TAR_EXP_000130	ENSG00000181072	CHRM2	1129	ChEMBL
TAR_EXP_000127	ENSG00000168539	CHRM1	1128	ChEMBL
TAR_EXP_000271	ENSG00000165841	CYP2C19	1557	ChEMBL
TAR_EXP_000273	ENSG00000138109	CYP2C9	1559	ChEMBL
TAR_EXP_000276	ENSG00000272532	CYP2D6	1565	ChEMBL
TAR_EXP_000277	ENSG00000130649	CYP2E1	1571	ChEMBL
TAR_EXP_000280	ENSG00000160868	CYP3A4	1576	ChEMBL
TAR_EXP_000324	ENSG00000184845	DRD1	1812	ChEMBL
TAR_EXP_000325	ENSG00000149295	DRD2	1813	ChEMBL
TAR_EXP_000267	ENSG00000188778	ADRB3	155	ChEMBL
TAR_EXP_000326	ENSG00000151577	DRD3	1814	ChEMBL
TAR_EXP_000515	ENSG00000010810	FYN	2534	ChEMBL
TAR_EXP_000461	ENSG00000102755	FLT1	2321	ChEMBL
TAR_EXP_000397	ENSG00000140009	ESR2	2100	ChEMBL
TAR_EXP_000395	ENSG00000091831	ESR1	2099	ChEMBL
TAR_EXP_000387	ENSG00000141736	ERBB2	2064	ChEMBL
TAR_EXP_000357	ENSG00000277571	ELANE	1991	ChEMBL
TAR_EXP_000332	ENSG00000180772	AGTR2	186	ChEMBL
TAR_EXP_000327	ENSG00000069696	DRD4	1815	ChEMBL
TAR_EXP_000265	ENSG00000255974	CYP2A6	1548	ChEMBL
TAR_EXP_000263	ENSG00000140505	CYP1A2	1544	ChEMBL
TAR_EXP_000261	ENSG00000169252	ADRB2	154	ChEMBL
TAR_EXP_000348	ENSG00000146648	EGFR	1956	ChEMBL
TAR_EXP_000133	ENSG00000133019	CHRM3	1131	ChEMBL
TAR_EXP_000134	ENSG00000180720	CHRM4	1132	ChEMBL
TAR_EXP_000137	ENSG00000184984	CHRM5	1133	ChEMBL
TAR_EXP_000177	ENSG00000183813	CCR4	1233	ChEMBL
TAR_EXP_000178	ENSG00000160791	CCR5	1234	ChEMBL
TAR_EXP_000187	ENSG00000118432	CNR1	1268	ChEMBL
TAR_EXP_000200	ENSG00000163485	ADORA1	134	ChEMBL
TAR_EXP_000203	ENSG00000128271	ADORA2A	135	ChEMBL
TAR_EXP_000214	ENSG00000282608	ADORA3	140	ChEMBL
TAR_EXP_000222	ENSG00000112062	MAPK14	1432	ChEMBL
TAR_EXP_000233	ENSG00000171873	ADRA1D	146	ChEMBL
TAR_EXP_000243	ENSG00000150594	ADRA2A	150	ChEMBL
TAR_EXP_000249	ENSG00000274286	ADRA2B	151	ChEMBL
TAR_EXP_000250	ENSG00000100448	CTSG	1511	ChEMBL
TAR_EXP_000255	ENSG00000184160	ADRA2C	152	ChEMBL
TAR_EXP_000258	ENSG00000043591	ADRB1	153	ChEMBL
TAR_EXP_000081	ENSG00000173198	CYSLTR1	10800	ChEMBL
TAR_EXP_001837	ENSG00000163394	CCKAR	886	ChEMBL
TAR_EXP_000703	ENSG00000196639	HRH1	3269	ChEMBL
TAR_EXP_001727	ENSG00000004948	CALCR	799	ChEMBL
TAR_EXP_001684	ENSG00000104267	CA2	760	ChEMBL
TAR_EXP_001587	ENSG00000115353	TACR1	6869	ChEMBL
TAR_EXP_001592	ENSG00000059377	TBXAS1	6916	ChEMBL
TAR_EXP_001585	ENSG00000075073	TACR2	6865	ChEMBL
TAR_EXP_001458	ENSG00000168398	BDKRB2	624	ChEMBL
TAR_EXP_001642	ENSG00000121807	CCR2	729230	ChEMBL
TAR_EXP_001753	ENSG00000137752	CASP1	834	ChEMBL
TAR_EXP_001669	ENSG00000114812	VIPR1	7433	ChEMBL
TAR_EXP_001320	ENSG00000262418	PTPRC	5788	ChEMBL
TAR_EXP_001811	ENSG00000138735	PDE5A	8654	ChEMBL
TAR_EXP_001520	ENSG00000108576	SLC6A4	6532	ChEMBL
TAR_EXP_001299	ENSG00000073756	PTGS2	5743	ChEMBL
TAR_EXP_001519	ENSG00000142319	SLC6A3	6531	ChEMBL
TAR_EXP_001518	ENSG00000103546	SLC6A2	6530	ChEMBL
TAR_EXP_001298	ENSG00000095303	PTGS1	5742	ChEMBL

a curated database

IMPPAT Phytochemical information:
Picrotoxinin

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information: Picrotoxinin

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information:
Picrotoxinin