General Information of the Compound
Compound ID
CP0086307
Compound Name
(+)-2-Methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine
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Synonyms
(+)-Nomifensine
(+)-Nomiphensine
(+-)-1,2,3,4-Tetrahydro-2-methyl-4-phenyl-8-isoquinolinamine
(+-)-Nomifensin
(+-)-Nomifensine
(R)-1,2,3,4-Tetrahydro-2-methyl-4-phenyl-8-isoquinolinamine
2-Methyl-4-phenyl-1,2,3,4-tetrahydro-8-isoquinolinamine
2-Methyl-4-phenyl-1,2,3,4-tetrahydro-8-isoquinolinamine 2-butenedioate
2-Methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine
2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolin-8-amine
2-methyl-4-phenyl-3,4-dihydro-1H-isoquinolin-8-amine
8-Amino-1,2,3,4-tetrahydro-2-methyl-4-phenylisochinolin
8-Amino-1,2,3,4-tetrahydro-2-methyl-4-phenylisoquinoline
8-Amino-1,2,3,4-tetrahydro-2-methyl-4-phenylisoquinoline maleate (1:1)
8-Amino-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline
8-Isoquinolinamine, 1,2,3,4-tetrahydro-2-methyl-4-phenyl
8-Isoquinolinamine, 1,2,3,4-tetrahydro-2-methyl-4-phenyl-(9CI)
D,L-nomifensine
Linamiphen
Nomifenison
Nomifensin
Nomifensina
Nomifensina [INN-Spanish]
Nomifensine
Nomifensine Maleate (1:1)
Nomifensine [INN:BAN]
Nomifensine maleate(USAN)
Nomifensinum
Nomifensinum [INN-Latin]
Nomiphensine
R/S-nomifensine
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Structure
Formula
C16H18N2
Molecular Weight
238.334
Canonical SMILES
CN1CC(c2ccccc2)c2cccc(N)c2C1
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InChI
InChI=1S/C16H18N2/c1-18-10-14(12-6-3-2-4-7-12)13-8-5-9-16(17)15(13)11-18/h2-9,14H,10-11,17H2,1H3
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InChIKey
XXPANQJNYNUNES-UHFFFAOYSA-N
CAS
89664-20-0
89664-19-7
118184-50-2
Physicochemical Property
logP
2.8461
Rotatable Bonds
1
Heavy Atom Count
18
Polar Areas
29.26
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
18

"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: 4528
SID: 14773981
ChEMBL ID
CHEMBL273575
DrugBank ID
DB04821
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: PT00897, Potassium voltage-gated channel subfamily H member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 > 27000 nM
   TI
   LI
   LO
   TS
Protein ID: PT00884, Sodium-dependent dopamine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
IC50 = 15 nM
   TI
   LI
   LO
   TS
2
IC50 = 30.2 nM
   TI
   LI
   LO
   TS
3
IC50 = 31.62 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
IC50 = 31.62 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
IC50 = 281.84 nM
   TI
   LI
   LO
   TS
2
Ki = 10 nM
   TI
   LI
   LO
   TS
3
Ki = 109 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 23.5 nM
2 Ki = 79 nM
3 Ki = 84 nM
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  3
1
IC50 = 630.96 nM
   TI
   LI
   LO
   TS
2
Ki = 5 nM
   TI
   LI
   LO
   TS
3
Ki = 83 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 3.8 nM
2 Ki = 23 nM
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  3
1
IC50 = 8709.64 nM
   TI
   LI
   LO
   TS
2
Ki = 1400 nM
   TI
   LI
   LO
   TS
3
Ki = 1930 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 874 nM
2 Ki = 2057 nM
Clinical Information about the Compound
Drug 1 ( Nomifensine )
Drug Name Nomifensine
Company Uihlein
Indication
Breast cancer
Withdrawn from market
Target(s)
Dopamine D2 receptor (D2R)
Antagonist