IMPPAT Phytochemical information: 
Morphine
Morphine
Summary

SMILES: O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
InChI: InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1
InChIKey: BQJCRHHNABKAKU-KBQPJGBKSA-N
DeepSMILES: O[C@H]C=C[C@@H][C@][C@H]6Occ5cC[C@H]9NCC%11))C))))ccc6O
Scaffold Graph/Node/Bond level: C1=CC2C3Cc4cccc5c4C2(CCN3)C(C1)O5
Scaffold Graph/Node level: C1CC2CC3NCCC45C(CCCC34)OC(C1)C25
Scaffold Graph level: C1CC2CC3CCCC45C(CCCC34)CC(C1)C25
Functional groups: CC=CC; CN(C)C; CO; cO; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Morphinans
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Morphinan alkaloids
Synonymous chemical names:
morphine, morphine,ban
External chemical identifiers:
CID:5288826; ChEMBL:CHEMBL70; ChEBI:17303; ZINC:ZINC000003812983; FDASRS:76I7G6D29C; SureChEMBL:SCHEMBL2997
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Morphine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Morphine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.7
Morphine
ADMET properties
Property nameToolProperty 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 High
Log Kp (Skin permeation, cm/s) SwissADME -7.5
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Morphine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000215832MAPK1700
ENSP00000216797NFKBIA700
ENSP00000217305PDYN994
ENSP00000217386OXT870
ENSP00000222982CYP3A5816
ENSP00000225831CCL2756
ENSP00000226730IL2844
ENSP00000227378HSPA8800
ENSP00000229135IFNG827
ENSP00000229794MAPK14822
ENSP00000234961OPRD1989
ENSP00000236147SELL800
ENSP00000244007PLCG1800
ENSP00000248041CYP4F11800
ENSP00000251566UGT2A3900
ENSP00000253408GFAP800
ENSP00000256996DDB2824
ENSP00000258743IL6772
ENSP00000260630CYP1B1800
ENSP00000262352SLC1A1819
ENSP00000263025MAPK3722
ENSP00000263431PRKCG982
ENSP00000264498FGF2700
ENSP00000264708POMC939
ENSP00000265023KNG1850
ENSP00000265403UGT2B10900
ENSP00000265431CALB1832
ENSP00000265572OPRK1999
ENSP00000265724ABCB1853
ENSP00000267017NPFF935
ENSP00000269260ARRB2944
ENSP00000269305TP53700
ENSP00000270202AKT1856
ENSP00000272298CALM2825
ENSP00000275364GNA12786
ENSP00000276927IFNA1800
ENSP00000279247CAPN1900
ENSP00000281537TJP1800
ENSP00000283916TMPRSS11D786
ENSP00000285900GRIA1898
ENSP00000285979CYP2C18800
ENSP00000287641SST865
ENSP00000293813818
ENSP00000295108NEUROD1800
ENSP00000297991AQP3800
ENSP00000301146CYP2A7800
ENSP00000302150PRL830
ENSP00000302665IGF1786
ENSP00000303174UGT1A6919
ENSP00000303522TACR1904
ENSP00000304811UGT2B7958
ENSP00000304845UGT1A1926
ENSP00000305221UGT2B4909
ENSP00000306138GRM5852
ENSP00000306245FOS992
ENSP00000306512IL8819
ENSP00000307786CYCS700
ENSP00000307900GLUL800
ENSP00000308032CYP2S1800
ENSP00000311032CASP3944
ENSP00000311469GSTM1868
ENSP00000317842CES2700
ENSP00000320401UGT2B17900
ENSP00000321106TAC1919
ENSP00000321821CYP4F12800
ENSP00000322323FAM20C800
ENSP00000330237CASP9700
ENSP00000330382PDGFB943
ENSP00000331358GAST818
ENSP00000332679CYP2A13800
ENSP00000333534CYP2F1800
ENSP00000334246CYP4Z1817
ENSP00000335657CCK884
ENSP00000336764OPRL1965
ENSP00000337450CYP3A7800
ENSP00000337459NOS1834
ENSP00000341045UGT2B15909
ENSP00000342007CYP1A2818
ENSP00000343838UGT1A10924
ENSP00000346768UGT1A9924
ENSP00000349467CALM1824
ENSP00000351059CX3CR1800
ENSP00000351273CASP8700
ENSP00000353679MME862
ENSP00000353820CYP2D6947
ENSP00000354511COMT862
ENSP00000355231BECN1824
ENSP00000355317WDTC1800
ENSP00000356213VIP823
ENSP00000356438PTGS2833
ENSP00000356825ADCY10900
ENSP00000358511CNR1995
ENSP00000360247CYP2J2800
ENSP00000360266JUN944
ENSP00000360317CYP2C8800
ENSP00000360968CYP4X1817
ENSP00000360991CYP4B1800
ENSP00000361125VEGFA804
ENSP00000361405MMP9800
ENSP00000361850PLAU800
ENSP00000362508UGT1A4926
ENSP00000362513UGT1A5926
ENSP00000362525UGT1A7923
ENSP00000362549UGT1A8925
ENSP00000363089TLR4851
ENSP00000364687EHMT2827
ENSP00000365439HNRNPK800
ENSP00000367959HTR2A937
ENSP00000369050CYP1A1800
ENSP00000369213DDX58817
ENSP00000369647AVP828
ENSP00000370571TH992
ENSP00000378118CCL8885
ENSP00000382659TRPV1897
ENSP00000384273RELA700
ENSP00000387230UPP2848
ENSP00000387683UGT2B11900
ENSP00000387888UGT2A2900
ENSP00000394624OPRM1999
ENSP00000398698TNF848
ENSP00000414303BDNF877
ENSP00000418532UGT1A3926
ENSP00000459962897
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.