IMPPAT | IMPPAT: Indian Medicinal Plants, Phytochemistry And Therapeutics

Summary

SMILES: CN[C@H]([C@H](c1ccccc1)O)C
InChI: InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1
InChIKey: KWGRBVOPPLSCSI-WCBMZHEXSA-N
DeepSMILES: CN[C@H][C@H]cccccc6))))))O))C
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CNC; CO

Chemical classification

ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Phenylpropanes
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Phenylalanine-derived alkaloids

Synonymous chemical names:
pseudoephedrine (+), d-pseudoephedrine, (+)pseudoephedrine, pseudo-ephedrine, (+)-isoephedrine, pseudoephedrine, ephedrine, pseudo, ephedrine, pseudo (+), (+)-pseudoephedrine, ψ-ephedrine

External chemical identifiers:
CID:CID_7028 ; ChEMBL:CHEMBL1590 ; ChEBI:CHEBI:51209 ; ZINC:ZINC000000020259 ; FDASRS:7CUC9DDI9F ; SureChEMBL:SCHEMBL4368

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	165.24
Log P	RDKit	1.33
Topological polar surface area (Å²)	RDKit	32.26
Number of hydrogen bond acceptors	RDKit	2
Number of hydrogen bond donors	RDKit	2
Number of carbon atoms	RDKit	10
Number of heavy atoms	RDKit	12
Number of heteroatoms	RDKit	2
Number of nitrogen atoms	RDKit	1
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	2
Stereochemical complexity	RDKit	0.2
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	6
Number of sp³ hybridized carbon atoms	RDKit	4
Shape complexity	RDKit	0.4
Number of rotatable bonds	RDKit	3
Number of aliphatic carbocycles	RDKit	0
Number of aliphatic heterocycles	RDKit	0
Number of aliphatic rings	RDKit	0
Number of aromatic carbocycles	RDKit	1
Number of aromatic heterocycles	RDKit	0
Number of aromatic rings	RDKit	1
Total number of rings	RDKit	1
Number of saturated carbocycles	RDKit	0
Number of saturated heterocycles	RDKit	0
Number of saturated rings	RDKit	0
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	1

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	0.707819

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	Yes
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-6.65
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_000325	ENSG00000149295	DRD2	1813	ChEMBL
TAR_EXP_000326	ENSG00000151577	DRD3	1814	ChEMBL
TAR_EXP_000327	ENSG00000069696	DRD4	1815	ChEMBL
TAR_EXP_000330	ENSG00000144891	AGTR1	185	ChEMBL
TAR_EXP_000339	ENSG00000151617	EDNRA	1909	ChEMBL
TAR_EXP_000341	ENSG00000136160	EDNRB	1910	ChEMBL
TAR_EXP_000367	ENSG00000112759	SLC29A1	2030	ChEMBL
TAR_EXP_000397	ENSG00000140009	ESR2	2100	ChEMBL
TAR_EXP_000499	ENSG00000108839	ALOX12	239	NPASS
TAR_EXP_000503	ENSG00000161905	ALOX15	246	ChEMBL, NPASS
TAR_EXP_000504	ENSG00000179593	ALOX15B	247	ChEMBL, NPASS
TAR_EXP_000554	ENSG00000101347	SAMHD1	25939	ChEMBL
TAR_EXP_000570	ENSG00000288269	GCGR	2642	ChEMBL
TAR_EXP_000578	ENSG00000121853	GHSR	2693	ChEMBL
TAR_EXP_000579	ENSG00000010310	GIPR	2696	ChEMBL
TAR_EXP_000593	ENSG00000102393	GLA	2717	ChEMBL, NPASS
TAR_EXP_000395	ENSG00000091831	ESR1	2099	ChEMBL
TAR_EXP_000324	ENSG00000184845	DRD1	1812	ChEMBL
TAR_EXP_000276	ENSG00000272532	CYP2D6	1565	ChEMBL, NPASS
TAR_EXP_000273	ENSG00000138109	CYP2C9	1559	ChEMBL, NPASS
TAR_EXP_000127	ENSG00000168539	CHRM1	1128	ChEMBL
TAR_EXP_000130	ENSG00000181072	CHRM2	1129	ChEMBL
TAR_EXP_000133	ENSG00000133019	CHRM3	1131	ChEMBL
TAR_EXP_000200	ENSG00000163485	ADORA1	134	ChEMBL
TAR_EXP_000203	ENSG00000128271	ADORA2A	135	ChEMBL
TAR_EXP_000211	ENSG00000276191	CRHR1	1394	ChEMBL
TAR_EXP_000212	ENSG00000106113	CRHR2	1395	ChEMBL
TAR_EXP_000280	ENSG00000160868	CYP3A4	1576	ChEMBL, NPASS
TAR_EXP_000214	ENSG00000282608	ADORA3	140	ChEMBL
TAR_EXP_000243	ENSG00000150594	ADRA2A	150	ChEMBL
TAR_EXP_000249	ENSG00000274286	ADRA2B	151	ChEMBL
TAR_EXP_000255	ENSG00000184160	ADRA2C	152	ChEMBL
TAR_EXP_000258	ENSG00000043591	ADRB1	153	ChEMBL
TAR_EXP_000261	ENSG00000169252	ADRB2	154	ChEMBL
TAR_EXP_000267	ENSG00000188778	ADRB3	155	ChEMBL
TAR_EXP_000271	ENSG00000165841	CYP2C19	1557	ChEMBL, NPASS
TAR_EXP_000239	ENSG00000120907	ADRA1A	148	ChEMBL
TAR_EXP_000612	ENSG00000127955	GNAI1	2770	ChEMBL, NPASS
TAR_EXP_000645	ENSG00000113580	NR3C1	2908	ChEMBL
TAR_EXP_000676	ENSG00000072506	HSD17B10	3028	ChEMBL, NPASS
TAR_EXP_001003	ENSG00000112038	OPRM1	4988	ChEMBL
TAR_EXP_001053	ENSG00000172572	PDE3A	5139	ChEMBL
TAR_EXP_001061	ENSG00000113448	PDE4D	5144	ChEMBL
TAR_EXP_001105	ENSG00000082175	PGR	5241	ChEMBL
TAR_EXP_001128	ENSG00000067225	PKM	5315	ChEMBL, NPASS
TAR_EXP_001181	ENSG00000166148	AVPR1A	552	ChEMBL
TAR_EXP_001190	ENSG00000126895	AVPR2	554	ChEMBL
TAR_EXP_001002	ENSG00000082556	OPRK1	4986	ChEMBL
TAR_EXP_001299	ENSG00000073756	PTGS2	5743	ChEMBL
TAR_EXP_001451	ENSG00000100739	BDKRB1	623	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_001587	ENSG00000115353	TACR1	6869	ChEMBL
TAR_EXP_001591	ENSG00000006638	TBXA2R	6915	ChEMBL
TAR_EXP_001368	ENSG00000159788	RGS12	6002	ChEMBL, NPASS
TAR_EXP_000627	ENSG00000102539	MLNR	2862	ChEMBL
TAR_EXP_001001	ENSG00000116329	OPRD1	4985	ChEMBL
TAR_EXP_000988	ENSG00000185149	NPY2R	4887	ChEMBL
TAR_EXP_000125	ENSG00000101180	HRH3	11255	ChEMBL
TAR_EXP_000704	ENSG00000113749	HRH2	3274	ChEMBL
TAR_EXP_000727	ENSG00000178394	HTR1A	3350	ChEMBL
TAR_EXP_000732	ENSG00000102468	HTR2A	3356	ChEMBL
TAR_EXP_000733	ENSG00000135914	HTR2B	3357	ChEMBL
TAR_EXP_000734	ENSG00000147246	HTR2C	3358	ChEMBL
TAR_EXP_000735	ENSG00000166736	HTR3A	3359	ChEMBL
TAR_EXP_000995	ENSG00000101188	NTSR1	4923	ChEMBL
TAR_EXP_000743	ENSG00000182782	HCAR2	338442	ChEMBL
TAR_EXP_000769	ENSG00000165458	INPPL1	3636	ChEMBL, NPASS
TAR_EXP_000798	ENSG00000055118	KCNH2	3757	ChEMBL
TAR_EXP_000851	ENSG00000189221	MAOA	4128	ChEMBL
TAR_EXP_000861	ENSG00000124089	MC3R	4159	ChEMBL
TAR_EXP_000862	ENSG00000166603	MC4R	4160	ChEMBL
TAR_EXP_000968	ENSG00000109320	NFKB1	4790	NPASS
TAR_EXP_000987	ENSG00000164128	NPY1R	4886	ChEMBL
TAR_EXP_000768	ENSG00000168918	INPP5D	3635	ChEMBL, NPASS
TAR_EXP_000703	ENSG00000196639	HRH1	3269	ChEMBL
TAR_EXP_000144	ENSG00000101204	CHRNA4	1137	ChEMBL
TAR_EXP_001607	ENSG00000090534	THPO	7066	ChEMBL, NPASS
TAR_EXP_001839	ENSG00000110148	CCKBR	887	ChEMBL
TAR_EXP_001631	ENSG00000165409	TSHR	7253	ChEMBL, NPASS
TAR_EXP_001837	ENSG00000163394	CCKAR	886	ChEMBL

a curated database

IMPPAT Phytochemical information:
Pseudoephedrine

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information: Pseudoephedrine

Summary

Chemical classification

Chemical structure download

Physicochemical properties

Drug-likeness

ADME properties

Human target proteins supported by experimental evidence

IMPPAT Phytochemical information:
Pseudoephedrine