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Compound Detail

CHEMBL289556

OMAPATRILAT
🧪 Phase II
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🧪 Phase II
O=C(N[C@H]1CCS[C@H]2CCC[C@@H](C(=O)O)N2C1=O)[C@@H](S)Cc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL289556
Name OMAPATRILAT
Phase Phase II
Structure Type MOL
InChI Key LVRLSYPNFFBYCZ-VGWMRTNUSA-N

Known Names

BMS-186716 BMS-186716-01 Omapatrilat Omapatrilate
5
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names

Molecular Properties

408.6
MW (Da)
1.94
ALogP
5
HBA
3
HBD
86.7
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -trilat
USAN Year 1997

Extended Properties

Molecular Formula C19H24N2O4S2
MW 408.55
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -0.18

Activity Summary

IC50 12 meas. best 10.0
Ki 4 meas. best 10.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Angiotensin-converting enzyme
CHEMBL1808
 Ki 10.82 9.9467 0.0 3
Angiotensin-converting enzyme
CHEMBL1808
 IC50 10.0 9.2333 0.1 3
Neprilysin
CHEMBL1944
 IC50 9.7 9.7 0.2 1
Angiotensin-converting enzyme
CHEMBL4074
 IC50 8.3 8.2733 5.0 3
Neprilysin
CHEMBL3369
 IC50 8.1 8.0875 8.0 4
Neprilysin
CHEMBL1944
 Ki 8.05 8.05 9.0 1
Amyloid-beta precursor protein
CHEMBL2487
 IC50 6.7 6.7 199.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Angiotensin-converting enzyme Ki = 0.015 nM 10.82 Inhibition of human fully glycosylated ACE N-terminal domain expressed in CHO ce... 30372620
Angiotensin-converting enzyme Ki = 0.016 nM 10.8 Inhibition of human fully glycosylated ACE C-terminal domain expressed in CHO ce... 30372620
Angiotensin-converting enzyme IC50 = 0.1 nM 10.0 Inhibition of recombinant human ACE using Mca-BK2 as substrate preincubated for ... 30655952
Neprilysin IC50 = 0.1995 nM 9.7 Inhibition of NEP (unknown origin) preincubated for 10 mins followed by fluoroge... 30655952
Angiotensin-converting enzyme IC50 = 1.0 nM 9.0 Inhibition of human fully glycosylated ACE C-terminal domain expressed in CHO ce... 30372620
Angiotensin-converting enzyme IC50 = 2.0 nM 8.7 Inhibition of human fully glycosylated ACE N-terminal domain expressed in CHO ce... 30372620
Angiotensin-converting enzyme IC50 = 5.0 nM 8.3 In vitro inhibitory activity against Angiotensin I converting enzyme (ACE) isola... 9925736
Angiotensin-converting enzyme IC50 = 5.0 nM 8.3 In vitro inhibition of ACE (Angiotensin I converting enzyme) isolated from rabbi... 9171867
Angiotensin-converting enzyme IC50 = 6.0 nM 8.22 Inhibition of Angiotensin I converting enzyme 10698448
Angiotensin-converting enzyme Ki = 6.0 nM 8.22 Inhibition of human somatic ACE C-terminal domain 19899765
Neprilysin IC50 = 8.0 nM 8.1 In vitro inhibitory activity against purified rat kidney neutral endopeptidase (... 9925736
Neprilysin IC50 = 8.0 nM 8.1 In vitro inhibition of neutral endopeptidase purified from rat kidney using fluo... 9171867
Neprilysin IC50 = 8.0 nM 8.1 Inhibition of rat kidney NEP using dansyl-Gly-Phe-Arg as substrate by fluorometr... 32337993
Neprilysin IC50 = 9.0 nM 8.05 Inhibition of Neutral endopeptidase 10698448
Neprilysin Ki = 9.0 nM 8.05 Inhibition of human somatic NEP 19899765
Amyloid-beta precursor protein IC50 = 199.53 nM 6.7 Inhibition of APP (unknown origin) 30655952

Literature References

PubMed DOI Target Context # Activities
32940035 10.1021/acs.jmedchem.0c01541 No relevant target 15
9171867 10.1021/jm970041e Rattus norvegicus 6
30655952 10.1021/acsmedchemlett.8b00462 Rattus norvegicus 5
30372620 10.1021/acs.jmedchem.8b01309 Angiotensin-converting enzyme 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
19899765 10.1021/jm9010803 Neprilysin 1
30655952 10.1021/acsmedchemlett.8b00462 Endothelin-converting enzyme 1 1
30655952 10.1021/acsmedchemlett.8b00462 Amyloid-beta precursor protein 1
30655952 10.1021/acsmedchemlett.8b00462 Type-2 angiotensin II receptor 1
30655952 10.1021/acsmedchemlett.8b00462 Neprilysin 1
30655952 10.1021/acsmedchemlett.8b00462 Type-1 angiotensin II receptor 1
10698448 10.1016/s0960-894x(99)00671-x Angiotensin-converting enzyme 1
19899765 10.1021/jm9010803 Angiotensin-converting enzyme 1
17582658 10.1016/j.ejmech.2007.04.003 Rattus norvegicus 1
9171867 10.1021/jm970041e Angiotensin-converting enzyme 1
9171867 10.1021/jm970041e Neprilysin 1
9925736 10.1021/jm980542f Rattus norvegicus 1
9925736 10.1021/jm980542f Neprilysin 1
9925736 10.1021/jm980542f Angiotensin-converting enzyme 1

Data from ChEMBL 36 via Core Engine