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Compound Detail

CHEMBL298827

(S)-THIORPHAN
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O=C(O)CNC(=O)[C@@H](CS)Cc1ccccc1

Basic Information

ChEMBL ID CHEMBL298827
Name (S)-THIORPHAN
Phase Preclinical
Structure Type MOL
InChI Key LJJKNPQAGWVLDQ-SNVBAGLBSA-N
4
Targets
8
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
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 Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

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

Activity Summary

Ki 5 meas. best 8.82
IC50 3 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neprilysin
CHEMBL1944
Ki 8.82 8.7333 1.5 3
Neprilysin
CHEMBL3369
IC50 8.72 8.72 1.9 2
Neprilysin
CHEMBL3369
Ki 8.72 8.72 1.9 1
Angiotensin-converting enzyme
CHEMBL1808
Ki 6.89 6.89 130.0 1
Unchecked
CHEMBL612545
IC50 5.75 5.75 1800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.1016/0960-894X(96)00448-9 Neprilysin 1
- 10.1016/0960-894X(96)00375-7 Neprilysin 1
- 10.1016/0960-894X(96)00375-7 Unchecked 1
3517331 10.1021/jm00155a027 Neprilysin 1
- 10.1016/0960-894X(96)00367-8 Neprilysin 1
24927250 10.1021/jm500602h Neprilysin 1
24927250 10.1021/jm500602h Rattus norvegicus 1
27690430 10.1021/acs.jmedchem.6b01029 Angiotensin-converting enzyme 1
27690430 10.1021/acs.jmedchem.6b01029 Neprilysin 1
27690430 10.1021/acs.jmedchem.6b01029 Unchecked 1

Data from ChEMBL 36 via Core Engine