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Compound Detail

CHEMBL10247

THIORPHAN
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O=C(O)CNC(=O)C(CS)Cc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL10247
Name THIORPHAN
Phase Preclinical
Structure Type MOL
InChI Key LJJKNPQAGWVLDQ-UHFFFAOYSA-N

Known Names

Dl-thiorphan NSC-727676 Thiorphan
10
Targets
53
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

253.3
MW (Da)
0.98
ALogP
3
HBA
3
HBD
66.4
PSA (Ų)
0.66
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Racemic

Flags

Natural Product
USAN Stem -orphan

Extended Properties

Molecular Formula C12H15NO3S
MW 253.32
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.18

Activity Summary

IC50 45 meas. best 9.0
Ki 8 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neprilysin
CHEMBL1944
 IC50 9.0 8.4225 1.0 8
Neprilysin
CHEMBL3369
 IC50 8.82 8.2853 1.5 15
Neprilysin
CHEMBL3768
 IC50 8.72 8.284 1.9 5
Neprilysin
CHEMBL3768
 Ki 8.72 8.56 1.9 2
Neprilysin
CHEMBL1944
 Ki 8.33 8.295 4.7 2
Neprilysin
CHEMBL6107
 IC50 8.21 8.21 6.2 1
Endothelin-converting enzyme 1
CHEMBL4791
 IC50 8.1 8.1 8.0 1
Neprilysin
CHEMBL3369
 Ki 7.4 7.4 40.0 1
Angiotensin-converting enzyme
CHEMBL1808
 IC50 6.85 6.252 140.0 5
Angiotensin-converting enzyme
CHEMBL4074
 IC50 6.38 6.38 420.0 1
Thermolysin
CHEMBL3392
 IC50 5.75 5.385 1800.0 2
Thermolysin
CHEMBL3392
 Ki 5.75 5.7467 1800.0 3
Unchecked
CHEMBL612545
 IC50 5.75 5.505 1800.0 4
Puromycin-sensitive aminopeptidase
CHEMBL2264
 IC50 4.24 4.24 57300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neprilysin IC50 = 1.0 nM 9.0 Inhibition of human NEP-mediated amyloid beta hydrolysis 24735644
Neprilysin IC50 = 1.3 nM 8.89 Inhibition of human NEP using N-Dansyl-D-Ala-Gly-p-nitro-Phe-Gly as substrate pr... -
Neprilysin IC50 = 1.5 nM 8.82 The compound was tested in vitro for inhibition of Neutral endopeptidase by usin... 7752193
Neprilysin IC50 = 1.9 nM 8.72 Tested for inhibition against neutral endopeptidase (NEP) 8021926
Neprilysin Ki = 1.9 nM 8.72 Tested for binding affinity against neutral endopeptidase (NEP) 8021926
Neprilysin IC50 = 1.995 nM 8.7 Inhibition of NEP (unknown origin) preincubated for 10 mins followed by fluoroge... 30655952
Neprilysin IC50 = 2.6 nM 8.59 The compound was tested in vitro for its inhibitory activity against Enkephalina... 1738153
Neprilysin IC50 = 3.0 nM 8.52 Inhibition of enkephalinase activity in synaptic membranes prepared from rat str... 2585440
Neprilysin IC50 = 4.0 nM 8.4 In vitro inhibition of enkephalinase purified from rat kidney. 3897541
Neprilysin IC50 = 4.0 nM 8.4 Inhibitory concentration was evaluated by Inhibiting 50% of Neutral endopeptidas... 8421293
Neprilysin IC50 = 4.0 nM 8.4 Inhibitory activity against Endopeptidase 10669559
Neprilysin Ki = 4.0 nM 8.4 Inhibition of neutral endopeptidase (NEP) 11906289
Neprilysin IC50 = 4.3 nM 8.37 Inhibition of neutral endopeptidase 9046340
Neprilysin Ki = 4.7 nM 8.33 Compound was evaluated for inhibition of recombinant human neprilysin(NEP). -
Neprilysin IC50 = 4.8 nM 8.32 In vitro inhibition of rat neutral endopeptidase 10669576
Neprilysin IC50 = 4.8 nM 8.32 In vitro inhibition of rat neutral endopeptidase by using GAAP as substrate 7752193
Neprilysin IC50 = 4.8 nM 8.32 Inhibition of neutral endopeptidase 24.11(NEP) -
Neprilysin IC50 = 4.8 nM 8.32 In vitro inhibition of Neutral endopeptidase (NEP) enzyme 8120868
Neprilysin IC50 = 5.0 nM 8.3 In vitro inhibitory concentration against neutral endopeptidase -
Neprilysin IC50 = 5.0 nM 8.3 Inhibition of enkephalinase activity in membranes prepared from rabbit 2585440

Literature References

PubMed DOI Target Context # Activities
25815530 10.1021/jm501844d Unchecked 6
25815530 10.1021/jm501844d Escherichia coli 6
2585440 10.1021/jm00132a005 Mus musculus 5
25815530 10.1021/jm501844d Klebsiella pneumoniae 4
7752193 10.1021/jm00010a014 Neprilysin 3
10669559 10.1021/jm990412m Angiotensin-converting enzyme 2
7783143 10.1021/jm00012a011 Neprilysin 2
8021926 10.1021/jm00038a016 Neprilysin 2
8021926 10.1021/jm00038a016 Thermolysin 2
2585440 10.1021/jm00132a005 Neprilysin 2
21657271 10.1021/jm2001663 NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
38917665 10.1016/j.ejmech.2024.116604 Aminopeptidase N 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
10669576 10.1021/jm990507o Endothelin-converting enzyme 1 2
1738153 10.1021/jm00081a024 Mus musculus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
25815530 10.1021/jm501844d Pseudomonas aeruginosa 2
- 10.1016/S0960-894X(97)00159-5 Endothelin-converting enzyme 1 2
- 10.1016/S0960-894X(96)00255-7 Neprilysin 1

Data from ChEMBL 36 via Core Engine