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Compound Detail

CHEMBL594828

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COCc1nnc(N2CC(Oc3ccc(F)cc3Cl)C2)n1-c1ccc(OC)nc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL594828
Phase Preclinical
Structure Type MOL
InChI Key HNIFCPBQMKPRCX-UHFFFAOYSA-N
6
Targets
13
Activities
2
Assay Types
21
PK Parameters
20
Publications
0
Known Names

Molecular Properties

419.8
MW (Da)
2.88
ALogP
8
HBA
0
HBD
74.5
PSA (Ų)
0.58
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19ClFN5O3
MW 419.84
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.97

Activity Summary

Ki 8 meas. best 8.02
IC50 5 meas. best 7.63

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Oxytocin receptor
CHEMBL2049
 Ki 8.02 8.02 9.5 3
Oxytocin receptor
CHEMBL2049
 IC50 7.63 7.0167 23.2 3
Vasopressin V1a receptor
CHEMBL1889
 Ki 5.95 5.95 1120.0 2
Vasopressin V2 receptor
CHEMBL1790
 IC50 5.82 5.7 1530.0 2
Kappa-type opioid receptor
CHEMBL237
 Ki 5.52 5.52 3000.0 1
Growth hormone secretagogue receptor type 1
CHEMBL4616
 Ki 5.36 5.36 4400.0 1
Substance-P receptor
CHEMBL249
 Ki 5.19 5.19 6500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 39529.0 ng.hr.mL-1 Rattus norvegicus
CL 10.0 ug/min/mg Homo sapiens
CL 36.0 mL.min-1.kg-1 Rattus norvegicus
CL 8.0 mL.min-1.kg-1 Canis lupus familiaris
CL 8.0 mL.min-1.kg-1 Homo sapiens
CL 36.0 mL.min-1.kg-1 Rattus norvegicus
CL 8.0 mL.min-1.kg-1 Canis lupus familiaris
F 62.0 % Rattus norvegicus
F 81.0 % Canis lupus familiaris
F 80.0 % Homo sapiens
F 62.0 % Rattus norvegicus
F 81.0 % Canis lupus familiaris
Fu 0.0664 - Rattus norvegicus
Fu 0.0165 - Rattus norvegicus
T1/2 0.9 hr Rattus norvegicus
T1/2 1.9 hr Canis lupus familiaris
T1/2 12.0 hr Homo sapiens
T1/2 0.9 hr Rattus norvegicus
T1/2 1.9 hr Canis lupus familiaris
Vd 2.5 L.kg-1 Rattus norvegicus
Vd 1.3 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Oxytocin receptor Ki = 9.5 nM 8.02 Antagonist activity at human cloned oxytocin receptor by cell based beta lactama... 19963374
Oxytocin receptor Ki = 9.5 nM 8.02 Displacement of [3H]-oxytocin from oxytocin receptor in human uterus tissue 20550119
Oxytocin receptor Ki = 9.5 nM 8.02 Displacement of [3H]-oxytocin from human oxytocin receptor expressed in HEK293-E... 20550119
Oxytocin receptor IC50 = 23.2 nM 7.63 Antagonist activity at human OTR expressed in HEK293 cells assessed as decrease ... 31223461
Oxytocin receptor IC50 = 63.0 nM 7.2 Antagonist activity at human OTR receptor expressed in HEK293FT cells assessed a... 30199637
Oxytocin receptor IC50 = 600.0 nM 6.22 Antagonist activity at human OTR receptor expressed in HEK293FT cells assessed a... 30199637
Vasopressin V1a receptor Ki = 1120.0 nM 5.95 Antagonist activity at human cloned vasopressin V1a receptor by cell based beta ... 19963374
Vasopressin V1a receptor Ki = 1120.0 nM 5.95 Displacement of [3H]vasopressin from human vasopressin V1a receptor expressed in... 20550119
Vasopressin V2 receptor IC50 = 1530.0 nM 5.82 Antagonist activity at human V2 receptor expressed in HEK293FT cells assessed as... 30199637
Vasopressin V2 receptor IC50 = 2620.0 nM 5.58 Antagonist activity at human V2 receptor expressed in HEK293FT cells assessed as... 30199637
Kappa-type opioid receptor Ki = 3000.0 nM 5.52 Binding affinity to kappa opioid receptor 19963374
Growth hormone secretagogue receptor type 1 Ki = 4400.0 nM 5.36 Binding affinity to ghrelin receptor 19963374
Substance-P receptor Ki = 6500.0 nM 5.19 Binding affinity to NK1 receptor 19963374

Literature References

PubMed DOI Target Context # Activities
31223461 10.1021/acsmedchemlett.9b00186 ADMET 6
19963374 10.1016/j.bmcl.2009.11.097 Rattus norvegicus 4
19963374 10.1016/j.bmcl.2009.11.097 Canis familiaris 4
20550119 10.1021/jm901812z Homo sapiens 4
20550119 10.1021/jm901812z Canis familiaris 3
20550119 10.1021/jm901812z Rattus norvegicus 3
20550119 10.1021/jm901812z Oxytocin receptor 2
30199637 10.1021/acs.jmedchem.8b00697 Vasopressin V2 receptor 2
30199637 10.1021/acs.jmedchem.8b00697 Oxytocin receptor 2
20550119 10.1021/jm901812z Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19963374 10.1016/j.bmcl.2009.11.097 Oxytocin receptor 1
20550119 10.1021/jm901812z Vasopressin V2 receptor 1
20550119 10.1021/jm901812z Vasopressin V1a receptor 1
19963374 10.1016/j.bmcl.2009.11.097 Growth hormone secretagogue receptor type 1 1
19963374 10.1016/j.bmcl.2009.11.097 Substance-P receptor 1
19963374 10.1016/j.bmcl.2009.11.097 No relevant target 1
19963374 10.1016/j.bmcl.2009.11.097 Liver microsomes 1
19963374 10.1016/j.bmcl.2009.11.097 Vasopressin V2 receptor 1

Data from ChEMBL 36 via Core Engine