General Information of the Compound
Compound ID
CP0072630
Compound Name
(-)-(5R)-4,5-Epoxy-3-hydroxy-9alpha-methylmorphinan-6-one
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Synonyms
DiMo
(-)-(5R)-4,5-Epoxy-3-hydroxy-9alpha-methylmorphinan-6-one
(-)-Hydromorphone
(5alpha)-3-hydroxy-17-methyl-4,5-epoxymorphinan-6-one
3-hydroxy-17-methyl-4,5alpha-epoxymorphinan-6-one
4,5-Epoxy-3-hydroxy-17-methylmorphinan-6-one
4,5alpha-Epoxy-3-hydroxy-17-methyl-6-morphinanone
466-99-9
6-Deoxy-7,8-dihydro-6-oxomorphine
7,8-Dihydromorphinone
DiMo
Dihydromorfinon
Dihydromorfinon [Czech]
Dihydromorphinone
Dilaudid
Dilaudid (TN)
Dilaudid Oros
Dilaudid-hp
Dimorphone
Hidromorfona
Hidromorfona [INN-Spanish]
Hydromorfona
Hydromorfona [Spanish]
Hydromorphon
Hydromorphone
Hydromorphone (INN)
Hydromorphone HCL
Hydromorphone [INN:BAN]
Hydromorphone prodrug
Hydromorphonum
Hydromorphonum [INN-Latin]
Idromorfone
Idromorfone [DCIT]
Laudacon
Laudicon
Morphinan-6-one, 4,5alpha-epoxy-3-hydroxy-17-methyl-(8CI)
Morphinone, dihydro-
Novolaudon
Palladone
Palladone (TN)
Palladone SR (TN)
hydromorphone
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Structure
Formula
C17H19NO3
Molecular Weight
285.343
Canonical SMILES
CN1CC[C@@]23[C@H]4Oc5c2c(C[C@@H]1[C@@H]3CCC4=O)ccc5O
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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/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-/m0/s1
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InChIKey
WVLOADHCBXTIJK-YNHQPCIGSA-N
CAS
466-99-9
18145-12-5
41376-02-7
Physicochemical Property
logP
1.6303
Rotatable Bonds
0
Heavy Atom Count
21
Polar Areas
49.77
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
21

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5284570
SID: 14751077
ChEMBL ID
CHEMBL398707
DrugBank ID
DB00327
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01200, Delta-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 38 nM
   TI
   LI
   LO
   TS
Protein ID: PT00983, Kappa-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 = 11 nM
   TI
   LI
   LO
   TS
2
Ki = 2.8 nM
   TI
   LI
   LO
   TS
Protein ID: PT01515, Mu-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 = 2.6 nM
   TI
   LI
   LO
   TS
2
Ki = 0.28 nM
   TI
   LI
   LO
   TS
Protein ID: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Km = 56100 nM
   TI
   LI
   LO
   TS
Protein ID: PT06607, Solute carrier family 22 member 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Km = 755000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Hydromorphone )
Drug Name Hydromorphone
Company Knoll
Indication
Pain
Approved
Chronic pain
Phase 3
Pain
Phase 1
Target(s)
Opioid receptor delta (OPRD1)
Binder
Opioid receptor mu (MOP)
Inhibitor