General Information of the Compound
Compound ID
CP0147996
Compound Name
CHEBI:8093
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Synonyms
(-)-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol
(R)-2-Hydroxy-2-(3-hydroxyphenyl)-N-methylethylamine
(R)-3-Hydroxy-alpha-((methylamino)methyl)benzenemethanol
3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol
Ah-Chew
Ak-dilate
Ak-nefrin
Alcon Efrin
Alconefrin Nasal Drops 12
Alconefrin Nasal Drops 25
Alconefrin Nasal Drops 50
Alconefrin Nasal Spray 25
Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-(9CI)
Cyclomydril
Dilatair
Dionephrine
Doktors
Duration
Fenilefrina
Fenilefrina [INN-Spanish]
I-Phrine
Isophrim
Isophrin
Isopto Frin
L-(3-Hydroxyphenyl)-N-methylethanolamine
L-1-(m-Hydroxyphenyl)-2-methylaminoethanol
L-Phenylephedrine
L-Phenylephrine
L-alpha-Hydroxy-beta-methylamino-3-hydroxy-L-ethylbenzene
L-m-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol
M-Methylaminoethanolphenol
M-Oxedrine
M-Sympathol
M-Sympatol
M-Synephrine
Mesaton
Mesatone
Mesatonum
Metaoxedrin
Metaoxedrine
Metaoxedrinum
Metasympatol
Metasynephrine
Metsatonum
Mezaton
Minims Phenylephrine
Mydfrin
Mydfrin (TN)
Neo-Synephrine
Neo-Synephrine Nasal Drops
Neo-Synephrine Nasal Jelly
Neo-Synephrine Nasal Spray
Neofrin
Neosynephrine
Nostril
Nostril Spray Pump
Nostril Spray Pump Mild
Ocu-Phrin Sterile Eye Drops
Ocugestrin
Phenoptic
Phenylephrine
Phenylephrine (INN)
Phenylephrine Minims
Phenylephrine Minims (TN)
Phenylephrine [INN:BAN]
Phenylephrinum
Phenylephrinum [INN-Latin]
Prefrin Liquifilm
R(-)-Phenylephrine
Relief Eye Drops for Red Eyes
Spersaphrine
Tannins, compds. with (R)-3-hydroxy-alpha-((methylamino)methyl)benzenemethanol
Visadron
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Structure
Formula
C9H13NO2
Molecular Weight
167.208
Canonical SMILES
CNC[C@H](O)c1cccc(O)c1
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InChI
InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1
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InChIKey
SONNWYBIRXJNDC-VIFPVBQESA-N
CAS
1416-03-1
59-42-7
Physicochemical Property
logP
0.645
Rotatable Bonds
3
Heavy Atom Count
12
Polar Areas
52.49
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Complexity
12

"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: 6041
SID: 15147117
ChEMBL ID
CHEMBL1215
DrugBank ID
DB00388
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: PT02060, Alpha-1A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 9 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 933.25 nM
Protein ID: PT01007, Alpha-1B adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 0.86 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 5.9 nM
Protein ID: PT00644, Alpha-1B adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 10 nM
   TI
   LI
   LO
   TS
Protein ID: PT01650, Alpha-2A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000028 PC-12 Homo sapiens (Human)  1
1
EC50 = 306 nM
   TI
   LI
   LO
   TS
Protein ID: PT01598, Alpha-2C adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000028 PC-12 Homo sapiens (Human)  1
1
EC50 = 340 nM
   TI
   LI
   LO
   TS
Protein ID: PT06796, POU domain, class 2, transcription factor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Km = 221200 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Phenylephrine )
Drug Name Phenylephrine
Company Alcon Canada Inc
Indication
Ophthalmic graves disease
Approved
Fecal incontinence
Approved
Target(s)
Dopamine D2 receptor (D2R)
Agonist