IMPPAT | IMPPAT: Indian Medicinal Plants, Phytochemistry And Therapeutics

Summary

SMILES: COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O
InChI: InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1
InChIKey: YJGVMLPVUAXIQN-XVVDYKMHSA-N
DeepSMILES: COcccccc6OC)))OC))))[C@H][C@H]C=O)OC[C@@H]5[C@H]cc9ccOCOc5c9)))))))))O
Scaffold Graph/Node/Bond level: O=C1OCC2Cc3cc4c(cc3C(c3ccccc3)C12)OCO4
Scaffold Graph/Node level: OC1OCC2CC3CC4OCOC4CC3C(C3CCCCC3)C21
Scaffold Graph level: CC1CCC2CC3CC4CCCC4CC3C(C3CCCCC3)C12
Functional groups: cOC; COC(=O)C; c1cOCO1; CO

Chemical classification

ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
ClassyFire Class: Lignan lactones
ClassyFire Subclass: Podophyllotoxins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Arylnaphthalene and aryltetralin lignans

Synonymous chemical names:
Podophyllotoxin, podophyllotoxin

External chemical identifiers:
CID:CID_10607 ; ChEMBL:CHEMBL61 ; ChEBI:CHEBI:50305 ; ZINC:ZINC000003861806 ; FDASRS:L36H50F353 ; SureChEMBL:SCHEMBL42243 ; MolPort-002-493-753

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	414.41
Log P	RDKit	2.41
Topological polar surface area (Å²)	RDKit	92.68
Number of hydrogen bond acceptors	RDKit	8
Number of hydrogen bond donors	RDKit	1
Number of carbon atoms	RDKit	22
Number of heavy atoms	RDKit	30
Number of heteroatoms	RDKit	8
Number of nitrogen atoms	RDKit	0
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	4
Stereochemical complexity	RDKit	0.18
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	13
Number of sp³ hybridized carbon atoms	RDKit	9
Shape complexity	RDKit	0.41
Number of rotatable bonds	RDKit	4
Number of aliphatic carbocycles	RDKit	1
Number of aliphatic heterocycles	RDKit	2
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	0
Ghose filter	RDKit	Passed
Veber filter	RDKit	Good
Pfizer 3/75 filter	RDKit	Good
GSK 4/400 filter	RDKit	Bad
Weighted quantitative estimate of drug-likeness (QEDw) score	RDKit	0.762917

ADME properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.55
Solubility class [ESOL]	SwissADME	Soluble
Solubility class [Silicos-IT]	SwissADME	Moderately soluble
Blood Brain Barrier permeation	SwissADME	No
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-7.40
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	Yes
CYP3A4 inhibitor	SwissADME	Yes
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_001231	ENSG00000102882	MAPK3	5595	ChEMBL
TAR_EXP_001206	ENSG00000042088	TDP1	55775	ChEMBL, NPASS
TAR_EXP_000041	ENSG00000147955	SIGMAR1	10280	ChEMBL
TAR_EXP_001181	ENSG00000166148	AVPR1A	552	ChEMBL
TAR_EXP_000395	ENSG00000091831	ESR1	2099	ChEMBL
TAR_EXP_000390	ENSG00000142208	AKT1	207	ChEMBL, NPASS
TAR_EXP_000387	ENSG00000141736	ERBB2	2064	ChEMBL
TAR_EXP_000368	ENSG00000235067	TUBB	203068	ChEMBL
TAR_EXP_000357	ENSG00000277571	ELANE	1991	ChEMBL
TAR_EXP_000348	ENSG00000146648	EGFR	1956	ChEMBL
TAR_EXP_000339	ENSG00000151617	EDNRA	1909	ChEMBL
TAR_EXP_000336	ENSG00000169297	NR0B1	190	BindingDB, ChEMBL, NPASS
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, NPASS
TAR_EXP_000277	ENSG00000130649	CYP2E1	1571	ChEMBL
TAR_EXP_000397	ENSG00000140009	ESR2	2100	ChEMBL
TAR_EXP_000405	ENSG00000180210	F2	2147	ChEMBL
TAR_EXP_000411	ENSG00000165092	ALDH1A1	216	NPASS
TAR_EXP_000461	ENSG00000102755	FLT1	2321	ChEMBL
TAR_EXP_000706	ENSG00000291796	APEX1	328	NPASS
TAR_EXP_000704	ENSG00000113749	HRH2	3274	ChEMBL
TAR_EXP_000703	ENSG00000196639	HRH1	3269	ChEMBL
TAR_EXP_000692	ENSG00000113161	HMGCR	3156	ChEMBL
TAR_EXP_000687	ENSG00000100644	HIF1A	3091	NPASS
TAR_EXP_000645	ENSG00000113580	NR3C1	2908	ChEMBL, NPASS
TAR_EXP_000616	ENSG00000111700	SLCO1B3	28234	ChEMBL, NPASS
TAR_EXP_000276	ENSG00000272532	CYP2D6	1565	ChEMBL
TAR_EXP_000593	ENSG00000102393	GLA	2717	NPASS
TAR_EXP_000554	ENSG00000101347	SAMHD1	25939	ChEMBL
TAR_EXP_001186	ENSG00000138814	PPP3CA	5530	ChEMBL
TAR_EXP_000528	ENSG00000145864	GABRB2	2561	ChEMBL
TAR_EXP_000522	ENSG00000151834	GABRA2	2555	ChEMBL
TAR_EXP_000521	ENSG00000022355	GABRA1	2554	ChEMBL
TAR_EXP_000515	ENSG00000010810	FYN	2534	ChEMBL
TAR_EXP_000511	ENSG00000136931	NR5A1	2516	BindingDB
TAR_EXP_000560	ENSG00000173213	TUBB8B	260334	ChEMBL, NPASS
TAR_EXP_000727	ENSG00000178394	HTR1A	3350	ChEMBL
TAR_EXP_000273	ENSG00000138109	CYP2C9	1559	ChEMBL, NPASS
TAR_EXP_000267	ENSG00000188778	ADRB3	155	ChEMBL
TAR_EXP_000130	ENSG00000181072	CHRM2	1129	ChEMBL
TAR_EXP_000127	ENSG00000168539	CHRM1	1128	ChEMBL
TAR_EXP_000126	ENSG00000292120	TUBA3E	112714	ChEMBL
TAR_EXP_000125	ENSG00000101180	HRH3	11255	ChEMBL
TAR_EXP_000119	ENSG00000101751	POLI	11201	NPASS
TAR_EXP_000097	ENSG00000108468	CBX1	10951	NPASS
TAR_EXP_000095	ENSG00000224143	EHMT2	10919	NPASS
TAR_EXP_000081	ENSG00000173198	CYSLTR1	10800	ChEMBL
TAR_EXP_000061	ENSG00000134538	SLCO1B1	10599	ChEMBL, NPASS
TAR_EXP_000051	ENSG00000188229	TUBB4B	10383	ChEMBL
TAR_EXP_000050	ENSG00000104833	TUBB4A	10382	ChEMBL
TAR_EXP_000049	ENSG00000258947	TUBB3	10381	ChEMBL
TAR_EXP_000048	ENSG00000123416	TUBA1B	10376	ChEMBL
TAR_EXP_000004	ENSG00000094631	HDAC6	10013	ChEMBL
TAR_EXP_001230	ENSG00000100030	MAPK1	5594	ChEMBL, NPASS
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_000265	ENSG00000255974	CYP2A6	1548	ChEMBL
TAR_EXP_000263	ENSG00000140505	CYP1A2	1544	ChEMBL
TAR_EXP_000261	ENSG00000169252	ADRB2	154	ChEMBL
TAR_EXP_000258	ENSG00000043591	ADRB1	153	ChEMBL
TAR_EXP_000255	ENSG00000184160	ADRA2C	152	ChEMBL
TAR_EXP_000250	ENSG00000100448	CTSG	1511	ChEMBL
TAR_EXP_000249	ENSG00000274286	ADRA2B	151	ChEMBL
TAR_EXP_000271	ENSG00000165841	CYP2C19	1557	ChEMBL, NPASS
TAR_EXP_000243	ENSG00000150594	ADRA2A	150	ChEMBL
TAR_EXP_000233	ENSG00000171873	ADRA1D	146	ChEMBL
TAR_EXP_000222	ENSG00000112062	MAPK14	1432	ChEMBL
TAR_EXP_000214	ENSG00000282608	ADORA3	140	ChEMBL
TAR_EXP_000203	ENSG00000128271	ADORA2A	135	ChEMBL
TAR_EXP_000200	ENSG00000163485	ADORA1	134	ChEMBL
TAR_EXP_000187	ENSG00000118432	CNR1	1268	ChEMBL
TAR_EXP_000178	ENSG00000160791	CCR5	1234	ChEMBL
TAR_EXP_000239	ENSG00000120907	ADRA1A	148	ChEMBL
TAR_EXP_000732	ENSG00000102468	HTR2A	3356	ChEMBL
TAR_EXP_000533	ENSG00000113327	GABRG2	2566	ChEMBL
TAR_EXP_000734	ENSG00000147246	HTR2C	3358	ChEMBL
TAR_EXP_001468	ENSG00000204842	ATXN2	6311	NPASS
TAR_EXP_001518	ENSG00000103546	SLC6A2	6530	ChEMBL
TAR_EXP_001519	ENSG00000142319	SLC6A3	6531	ChEMBL
TAR_EXP_001520	ENSG00000108576	SLC6A4	6532	ChEMBL
TAR_EXP_001547	ENSG00000275349	SMN1	6606	NPASS
TAR_EXP_000733	ENSG00000135914	HTR2B	3357	ChEMBL
TAR_EXP_001585	ENSG00000075073	TACR2	6865	ChEMBL
TAR_EXP_001587	ENSG00000115353	TACR1	6869	ChEMBL
TAR_EXP_001591	ENSG00000006638	TBXA2R	6915	ChEMBL
TAR_EXP_001592	ENSG00000059377	TBXAS1	6916	ChEMBL
TAR_EXP_001619	ENSG00000131747	TOP2A	7153	ChEMBL, NPASS
TAR_EXP_001620	ENSG00000077097	TOP2B	7155	ChEMBL, NPASS
TAR_EXP_001637	ENSG00000127824	TUBA4A	7277	ChEMBL
TAR_EXP_001638	ENSG00000198033	TUBA3C	7278	ChEMBL
TAR_EXP_001640	ENSG00000137267	TUBB2A	7280	ChEMBL
TAR_EXP_001458	ENSG00000168398	BDKRB2	624	ChEMBL
TAR_EXP_001376	ENSG00000069667	RORA	6095	BindingDB
TAR_EXP_001320	ENSG00000262418	PTPRC	5788	ChEMBL
TAR_EXP_001299	ENSG00000073756	PTGS2	5743	ChEMBL, NPASS
TAR_EXP_001170	ENSG00000112033	PPARD	5467	NPASS
TAR_EXP_001105	ENSG00000082175	PGR	5241	ChEMBL
TAR_EXP_001056	ENSG00000065989	PDE4A	5141	ChEMBL
TAR_EXP_001053	ENSG00000172572	PDE3A	5139	ChEMBL
TAR_EXP_001031	ENSG00000112312	GMNN	51053	ChEMBL, NPASS
TAR_EXP_001003	ENSG00000112038	OPRM1	4988	ChEMBL
TAR_EXP_001002	ENSG00000082556	OPRK1	4986	ChEMBL
TAR_EXP_001642	ENSG00000121807	CCR2	729230	ChEMBL
TAR_EXP_001001	ENSG00000116329	OPRD1	4985	ChEMBL
TAR_EXP_000987	ENSG00000164128	NPY1R	4886	ChEMBL
TAR_EXP_000983	ENSG00000141458	NPC1	4864	NPASS
TAR_EXP_001235	ENSG00000107643	MAPK8	5599	ChEMBL
TAR_EXP_001237	ENSG00000050748	MAPK9	5601	ChEMBL, NPASS
TAR_EXP_001238	ENSG00000109339	MAPK10	5602	ChEMBL
TAR_EXP_001289	ENSG00000169403	PTAFR	5724	ChEMBL
TAR_EXP_001298	ENSG00000095303	PTGS1	5742	ChEMBL
TAR_EXP_000988	ENSG00000185149	NPY2R	4887	ChEMBL
TAR_EXP_001663	ENSG00000162607	USP1	7398	NPASS
TAR_EXP_001568	ENSG00000168610	STAT3	6774	ChEMBL, NPASS
TAR_EXP_001684	ENSG00000104267	CA2	760	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_000851	ENSG00000189221	MAOA	4128	ChEMBL
TAR_EXP_000833	ENSG00000160789	LMNA	4000	NPASS
TAR_EXP_000822	ENSG00000182866	LCK	3932	ChEMBL
TAR_EXP_000810	ENSG00000128052	KDR	3791	ChEMBL
TAR_EXP_001669	ENSG00000114812	VIPR1	7433	ChEMBL
TAR_EXP_000786	ENSG00000177606	JUN	3725	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_000749	ENSG00000137285	TUBB2B	347733	ChEMBL
TAR_EXP_000748	ENSG00000261456	TUBB8	347688	ChEMBL
TAR_EXP_000747	ENSG00000138413	IDH1	3417	NPASS
TAR_EXP_000738	ENSG00000158748	HTR6	3362	ChEMBL
TAR_EXP_000883	ENSG00000196611	MMP1	4312	ChEMBL
TAR_EXP_000888	ENSG00000100985	MMP9	4318	ChEMBL
TAR_EXP_000798	ENSG00000055118	KCNH2	3757	ChEMBL
TAR_EXP_001207	ENSG00000154229	PRKCA	5578	ChEMBL
TAR_EXP_001704	ENSG00000167552	TUBA1A	7846	ChEMBL
TAR_EXP_001900	ENSG00000123595	RAB9A	9367	NPASS
TAR_EXP_001862	ENSG00000144744	UBA3	9039	ChEMBL
TAR_EXP_001842	ENSG00000159593	NAE1	8883	ChEMBL
TAR_EXP_001837	ENSG00000163394	CCKAR	886	ChEMBL
TAR_EXP_000966	ENSG00000116044	NFE2L2	4780	NPASS
TAR_EXP_001705	ENSG00000125618	PAX8	7849	ChEMBL, NPASS
TAR_EXP_001727	ENSG00000004948	CALCR	799	ChEMBL
TAR_EXP_001811	ENSG00000138735	PDE5A	8654	ChEMBL
TAR_EXP_001782	ENSG00000167553	TUBA1C	84790	ChEMBL
TAR_EXP_001776	ENSG00000176014	TUBB6	84617	ChEMBL, NPASS
TAR_EXP_001753	ENSG00000137752	CASP1	834	ChEMBL
TAR_EXP_001738	ENSG00000101162	TUBB1	81027	ChEMBL
TAR_EXP_001728	ENSG00000176208	ATAD5	79915	NPASS

a curated database

IMPPAT Phytochemical information:
Podofilox

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information: Podofilox

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information:
Podofilox