General Information of the Compound
Compound ID
CP0089021
Compound Name
(+)-pilocarpine
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Synonyms
(+)-Pilocarpine
(3S,4R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]dihydrofuran-2(3H)-one
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one
(3S,4R)-3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-2(3H)-furanone
(3S-cis)-3-Ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-2(3H)-furanone
(3S-cis)-3-ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-2(3H)-furanone
3-Ethyl-4-(3-methyl-3H-imidazol-4-ylmethyl)dihydrofuran-2-one
3-Ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]dihydro-2(3H)-furanone
3-Ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]dihydrofuran-2(3H)-one
3-ethyl-4-((1-methyl-1H-imidazol-5-yl)methyl)dihydro-2(3H)-furanone
3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one
Adsorbocarpine
Almocarpine
Amistura P
Diocarpine (TN)
Epicar
Imidazole-5-butyric acid, alpha-ethyl-beta-(hydroxymethyl)-1-methyl-, gamma-lactone
Isopilocarpine
Isopto Carpine (TN)
Isopto carpine
Isoptocarpine
Mi-Pilo
Minims Pilocarpine
Miocarpine
Miocarpine (TN)
Ocu-Carpine
Ocusert
Ocusert P 20;Beta-Pilocarpine hydrochloride
Ocusert Pilo-20 (TN)
Ocusert Pilo-40
Ocusert pilo
Ocusert pilo-20
Ocusert pilo-20 (TN)
P.V. Carpine Liquifilm
Pilagan
Pilocarpin
Pilocarpine
Pilocarpine (JAN/USP)
Pilocarpine (TN)
Pilocarpine HCl
Pilocarpine Mononitrate, (3S-cis)-Isomer
Pilocarpine [USAN:BAN:JAN]
Pilocarpine chloride
Pilocarpine nitrate
Pilocarpine, Monohydrochloride, (3S-cis)-Isomer
Pilocarpol
Pilokarpin
Pilokarpol
Pilopine HS (TN)
Piloptic-1
Piloptic-1/2
Piloptic-2
Piloptic-3
Piloptic-4
Piloptic-6
Pilostat
Salagen
Salagen (TN)
Scheinpharm (TN)
Spersacarpine
Syncarpine
Timpilo (TN)
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Structure
Formula
C11H16N2O2
Molecular Weight
208.261
Canonical SMILES
CC[C@H]1[C@@H](Cc2cncn2C)COC1=O
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InChI
InChI=1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3/t8-,10-/m0/s1
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InChIKey
QCHFTSOMWOSFHM-WPRPVWTQSA-N
CAS
91484-73-0
92-13-7
Physicochemical Property
logP
1.1618
Rotatable Bonds
3
Heavy Atom Count
15
Polar Areas
44.12
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Complexity
15

"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: 5910
SID: 15195683
ChEMBL ID
CHEMBL550
DrugBank ID
DB01085
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: PT01310, Muscarinic acetylcholine receptor M1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 17.5 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  3
1
EC50 = 831.76 nM
   TI
   LI
   LO
   TS
2
Kd = 2691.53 nM
   TI
   LI
   LO
   TS
3
Ki = 6606.93 nM
   TI
   LI
   LO
   TS
CL000398 A-9 Mus musculus (Mouse)  1
1
EC50 = 8792 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Kd = 2691.53 nM
2 Ki = 7943.28 nM
Protein ID: PT03415, Muscarinic acetylcholine receptor M1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000398 A-9 Mus musculus (Mouse)  1
1
EC50 = 6900 nM
   TI
   LI
   LO
   TS
Protein ID: PT01198, Muscarinic acetylcholine receptor M2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 = 63000 nM
   TI
   LI
   LO
   TS
2
Ki = 12022.64 nM
   TI
   LI
   LO
   TS
Protein ID: PT01516, Muscarinic acetylcholine receptor M5
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 10232.93 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Pilocarpine )
Drug Name Pilocarpine
Company Alcon Laboratories
Indication
Glaucoma/ocular hypertension
Approved
Target(s)
Muscarinic acetylcholine receptor M5 (CHRM5)
Agonist