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Compound Detail

CHEMBL306645

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COc1cc(OC2CCN(Cc3ccc[n+]([O-])c3C)CC2)ccc1C(=O)N1CCC(N2C(=O)OCc3ccccc32)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL306645
Phase Preclinical
Structure Type MOL
InChI Key SKWSXDUHUVMPBT-UHFFFAOYSA-N
6
Targets
8
Activities
1
Assay Types
9
PK Parameters
11
Publications
0
Known Names

Molecular Properties

586.7
MW (Da)
4.44
ALogP
7
HBA
0
HBD
98.5
PSA (Ų)
0.30
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H38N4O6
MW 586.69
Aromatic Rings 3
Heavy Atoms 43
NP-Likeness -0.67

Activity Summary

Ki 8 meas. best 9.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vasopressin V1a receptor
CHEMBL2868
 Ki 9.12 9.12 0.8 1
Oxytocin receptor
CHEMBL2049
 Ki 8.39 8.35 4.1 2
Oxytocin receptor
CHEMBL3996
 Ki 7.85 7.835 14.0 2
Vasopressin V1a receptor
CHEMBL1889
 Ki 5.5 5.5 3200.0 1
Vasopressin V2 receptor
CHEMBL3766
 Ki 5.01 5.01 9700.0 1
Vasopressin V2 receptor
CHEMBL1790
 Ki 4.55 4.55 28000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 8181.49 nM Rattus norvegicus
Cmax 13635.82 nM Rattus norvegicus
F 90.0 % Rattus norvegicus
F 80.0 % Rattus norvegicus
F 90.0 % Pan troglodytes
F 36.0 % Macaca mulatta
T1/2 1.35 hr Rattus norvegicus
T1/2 1.867 hr Rattus norvegicus
T1/2 2.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vasopressin V1a receptor Ki = 0.76 nM 9.12 Displacement of [3H]vasopressin from vasopressin V1a receptor in rat liver tissu... 20550119
Oxytocin receptor Ki = 4.1 nM 8.39 Binding affinity for cloned human oxytocin receptor (OT-R) 9622556
Oxytocin receptor Ki = 4.9 nM 8.31 Displacement of [3H]-oxytocin from oxytocin receptor in human uterus tissue 20550119
Oxytocin receptor Ki = 14.0 nM 7.85 Displacement of [3H]-oxytocin from oxytocin receptor in rat uterus tissue 20550119
Oxytocin receptor Ki = 15.0 nM 7.82 Binding affinity for rat oxytocin receptor (OT-R) 9622556
Vasopressin V1a receptor Ki = 3200.0 nM 5.5 Displacement of [3H]vasopressin from vasopressin V1a receptor in human liver tis... 20550119
Vasopressin V2 receptor Ki = 9700.0 nM 5.01 Displacement of [3H]vasopressin from vasopressin V2 receptor in rat kidney tissu... 20550119
Vasopressin V2 receptor Ki = 28000.0 nM 4.55 Displacement of [3H]vasopressin from vasopressin V2 receptor in human kidney tis... 20550119

Literature References

PubMed DOI Target Context # Activities
9622556 10.1021/jm9800797 Rattus norvegicus 6
20550119 10.1021/jm901812z Rattus norvegicus 3
9622556 10.1021/jm9800797 Oxytocin receptor 2
20550119 10.1021/jm901812z Oxytocin receptor 2
20550119 10.1021/jm901812z Vasopressin V1a receptor 2
20550119 10.1021/jm901812z Vasopressin V2 receptor 2
20550119 10.1021/jm901812z Rhesus monkey 2
20550119 10.1021/jm901812z Unchecked 2
9622556 10.1021/jm9800797 ADMET 1
20550119 10.1021/jm901812z Pan troglodytes 1
20550119 10.1021/jm901812z No relevant target 1

Data from ChEMBL 36 via Core Engine