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Compound Detail

CHEMBL1221512

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CC[C@H](C)[C@@H](CO[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCS(C)(=O)=O)C(=O)OC(C)C)NC[C@@H](N)CS

Basic Information

ChEMBL ID CHEMBL1221512
Phase Preclinical
Structure Type MOL
InChI Key PGOKBMWPBDRDGN-IBXSQZDTSA-N
15
Targets
29
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

559.8
MW (Da)
1.75
ALogP
9
HBA
4
HBD
136.8
PSA (Ų)
0.16
QED
1
Ro5 Violations
18
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H45N3O6S2
MW 559.80
Aromatic Rings 1
Heavy Atoms 37
NP-Likeness -0.11

Activity Summary

IC50 18 meas. best 7.57
Ki 11 meas. best 8.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
Ki 8.02 8.02 9.6 1
Unchecked
CHEMBL612545
IC50 7.57 6.16 27.0 4
D(3) dopamine receptor
CHEMBL234
IC50 7.55 7.55 28.0 1
D(2) dopamine receptor
CHEMBL217
Ki 7.28 7.28 52.0 1
Melanocortin receptor 5
CHEMBL4608
Ki 6.94 6.94 114.0 1
Melanocortin receptor 5
CHEMBL4608
IC50 6.91 6.91 122.0 1
D(2) dopamine receptor
CHEMBL217
IC50 6.8 6.8 157.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.79 6.79 162.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 6.37 6.37 432.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.34 6.34 456.0 1
Unchecked
CHEMBL612545
Ki 6.31 5.7833 493.0 3
Substance-K receptor
CHEMBL2327
Ki 6.27 6.27 536.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 6.16 6.16 700.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
IC50 6.09 6.09 813.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Ki 5.9 5.9 1268.0 1
Substance-K receptor
CHEMBL2327
IC50 5.79 5.79 1609.0 1
Melanocortin receptor 3
CHEMBL4644
Ki 5.53 5.53 2963.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 5.52 5.52 3000.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 5.5 5.5 3136.0 1
Epidermal growth factor receptor
CHEMBL203
IC50 5.49 5.49 3216.0 1
Melanocortin receptor 3
CHEMBL4644
IC50 5.47 5.47 3395.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
IC50 5.45 5.45 3568.0 1
PC-3
CHEMBL390
IC50 4.12 4.12 75000.0 1
DU-145
CHEMBL613508
IC50 4.11 4.11 78000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 9.635 nM 8.02 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
Unchecked IC50 = 27.0 nM 7.57 Inhibition of FTase 21299244
D(3) dopamine receptor IC50 = 28.0 nM 7.55 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
D(2) dopamine receptor Ki = 52.0 nM 7.28 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
Melanocortin receptor 5 Ki = 114.0 nM 6.94 DRUGMATRIX: Melanocortin MC5 radioligand binding (ligand: [125I] NDP-alpha-MSH) -
Melanocortin receptor 5 IC50 = 122.0 nM 6.91 DRUGMATRIX: Melanocortin MC5 radioligand binding (ligand: [125I] NDP-alpha-MSH) -
D(2) dopamine receptor IC50 = 157.0 nM 6.8 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
Alpha-2A adrenergic receptor Ki = 162.0 nM 6.79 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Alpha-2A adrenergic receptor IC50 = 432.0 nM 6.37 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Alpha-2C adrenergic receptor Ki = 456.0 nM 6.34 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -
Unchecked Ki = 493.0 nM 6.31 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Substance-K receptor Ki = 536.0 nM 6.27 DRUGMATRIX: Tachykinin NK2 radioligand binding (ligand: [3H] SR-48968) -
Unchecked IC50 = 540.0 nM 6.27 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Cytochrome P450 2D6 IC50 = 700.0 nM 6.16 DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Tyrosine-protein kinase Fyn IC50 = 813.0 nM 6.09 DRUGMATRIX: Protein Tyrosine Kinase, Fyn enzyme inhibition (substrate: Poly(Glu:... -
Muscarinic acetylcholine receptor M2 Ki = 1268.0 nM 5.9 DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine) -
Substance-K receptor IC50 = 1609.0 nM 5.79 DRUGMATRIX: Tachykinin NK2 radioligand binding (ligand: [3H] SR-48968) -
Unchecked Ki = 2893.0 nM 5.54 DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:... -
Melanocortin receptor 3 Ki = 2963.0 nM 5.53 DRUGMATRIX: Melanocortin MC3 radioligand binding (ligand: [125I] NDP-alpha-MSH) -
Cytochrome P450 3A4 IC50 = 3000.0 nM 5.52 DRUGMATRIX: CYP450, 3A4 enzyme inhibition (substrate: 7-Benzyloxy-4-(trifluorome... -

Literature References

PubMed DOI Target Context # Activities
21299244 10.1021/jm101067y PC-3 3
21299244 10.1021/jm101067y DU-145 2
9301658 10.1021/jm970226l Mus musculus 1
16680159 10.1038/nchembio790 PC-3 1
21299244 10.1021/jm101067y Unchecked 1

Data from ChEMBL 36 via Core Engine