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Compound Detail

CHEMBL196478

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CC(C)C[C@@H]1C(=O)N[C@H](C2Cc3ccccc3C2)C(=O)N1[C@@H](C(=O)NC(C)C)c1ccc(F)cc1F

Basic Information

ChEMBL ID CHEMBL196478
Phase Preclinical
Structure Type MOL
InChI Key QGSYCKKZFPLTMQ-UBFVSLLYSA-N
4
Targets
7
Activities
2
Assay Types
12
PK Parameters
18
Publications
0
Known Names

Molecular Properties

497.6
MW (Da)
3.69
ALogP
3
HBA
2
HBD
78.5
PSA (Ų)
0.61
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 C28H33F2N3O3
MW 497.59
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.38

Activity Summary

Ki 6 meas. best 8.9
IC50 1 meas. best 5.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Oxytocin receptor
CHEMBL2049
Ki 8.9 8.9 1.3 3
Vasopressin V2 receptor
CHEMBL1790
Ki 6.2 6.2 631.0 2
Cytochrome P450 3A4
CHEMBL340
IC50 5.4 5.4 4000.0 1
Vasopressin V1a receptor
CHEMBL1889
Ki 5.2 5.2 6309.6 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 121.0 ng.hr.mL-1 Canis lupus familiaris
AUC 291.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2880.0 ng.hr.mL-1 Rattus norvegicus
AUC 174.0 ng.hr.mL-1 Canis lupus familiaris
CL 11.0 mL.min-1.kg-1 Canis lupus familiaris
CL 36.0 mL.min-1.kg-1 Rattus norvegicus
F 13.0 % Canis lupus familiaris
F 33.0 % Canis lupus familiaris
F 13.0 % Canis lupus familiaris
F 46.0 % Rattus norvegicus
F 46.0 % Rattus norvegicus
F 13.0 % Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16250654 10.1021/jm050557v ADMET 6
16821776 10.1021/jm060073e Canis familiaris 3
16821776 10.1021/jm060073e Rattus norvegicus 3
16821776 10.1021/jm060073e No relevant target 2
18032036 10.1016/j.bmcl.2007.11.008 No relevant target 2
20550119 10.1021/jm901812z Vasopressin V2 receptor 1
20550119 10.1021/jm901812z Vasopressin V1b receptor 1
20550119 10.1021/jm901812z Vasopressin V1a receptor 1
20550119 10.1021/jm901812z Oxytocin receptor 1
20550119 10.1021/jm901812z Canis familiaris 1
20550119 10.1021/jm901812z Rattus norvegicus 1
18032036 10.1016/j.bmcl.2007.11.008 Cytochrome P450 3A4 1
18032036 10.1016/j.bmcl.2007.11.008 Serum 1
18032036 10.1016/j.bmcl.2007.11.008 Oxytocin receptor 1
16821776 10.1021/jm060073e Oxytocin receptor 1
16250654 10.1021/jm050557v Vasopressin V2 receptor 1
16250654 10.1021/jm050557v Vasopressin V1b receptor 1
16250654 10.1021/jm050557v Vasopressin V1a receptor 1

Data from ChEMBL 36 via Core Engine