General Information of the Compound
Compound ID
CP0076352
Compound Name
9-Methylsulfanylmethyl-7-propyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline; compound with methanesulfonic acid
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Synonyms
(6aR,9R,10aR)-9-(Methylthiomethyl)-7-propyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline
(8beta)-8-[(methylsulfanyl)methyl]-6-propylergoline
(8beta)-8-[(methylthio)methyl]-6-propylergoline
LY-127,809
Pergolida
Pergolida [INN-Spanish]
Pergolide
Pergolide (INN)
Pergolide [INN:BAN]
Pergolidum
Pergolidum [INN-Latin]
Permax
Permax (TN)
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Structure
Formula
C19H26N2S
Molecular Weight
314.498
Canonical SMILES
CCCN1C[C@H](CSC)C[C@H]2[C@H]1Cc1c[nH]c3cccc2c13
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InChI
InChI=1S/C19H26N2S/c1-3-7-21-11-13(12-22-2)8-16-15-5-4-6-17-19(15)14(10-20-17)9-18(16)21/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3/t13-,16-,18-/m1/s1
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InChIKey
YEHCICAEULNIGD-MZMPZRCHSA-N
CAS
66104-22-1
Physicochemical Property
logP
4.2711
Rotatable Bonds
4
Heavy Atom Count
22
Polar Areas
19.03
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
22

"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: 47811
SID: 14874447
ChEMBL ID
CHEMBL531
DrugBank ID
DB01186
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: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
EC50 = 8.913 nM
   TI
   LI
   LO
   TS
Protein ID: PT00939, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
EC50 = 218.78 nM
   TI
   LI
   LO
   TS
Protein ID: PT00817, Cytochrome P450 2D6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
EC50 = 0.3548 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 4 nM
2 Ki = 50 nM
Protein ID: PT00957, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  3
1
EC50 = 7.86 nM
   TI
   LI
   LO
   TS
2
IC50 = 27.5 nM
   TI
   LI
   LO
   TS
3
IC50 = 32 nM
   TI
   LI
   LO
   TS
CL000049 C6 Rattus norvegicus (Rat)  2
1
Kd = 30 nM
   TI
   LI
   LO
   TS
2
Kd = 40 nM
   TI
   LI
   LO
   TS
Protein ID: PT01366, D(3) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  2
1
IC50 = 2.41 nM
   TI
   LI
   LO
   TS
2
IC50 = 5.12 nM
   TI
   LI
   LO
   TS
Protein ID: PT00943, D(3) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.8511 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 4 nM
Clinical Information about the Compound
Drug 1 ( Pergolide )
Drug Name Pergolide
Company Valeant Pharmaceuticals
Indication
Parkinson disease
Approved
Target(s)
Dopamine D1 receptor (D1R)
Modulator
Dopamine D2 receptor (D2R)
Modulator