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CHEMBL24781

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COc1cc(OC2CCN(C(C)=O)CC2)ccc1C(=O)N1CCC(N2C(=O)OCc3ccccc32)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL24781
Phase Preclinical
Structure Type MOL
InChI Key WDERJSQJYIJOPD-UHFFFAOYSA-N
6
Targets
25
Activities
3
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

507.6
MW (Da)
3.85
ALogP
6
HBA
0
HBD
88.6
PSA (Ų)
0.61
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H33N3O6
MW 507.59
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness -0.57

Activity Summary

Ki 20 meas. best 8.43
EC50 3 meas. best 8.34
IC50 2 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vasopressin V1a receptor
CHEMBL2868
 Ki 8.43 8.43 3.7 2
Oxytocin receptor
CHEMBL2049
 EC50 8.34 8.34 4.6 1
Oxytocin receptor
CHEMBL2049
 Ki 8.34 8.12 4.6 8
Oxytocin receptor
CHEMBL3996
 Ki 7.72 7.72 19.0 4
Rattus norvegicus
CHEMBL376
 IC50 7.6 7.6 25.0 1
Oxytocin receptor
CHEMBL3996
 IC50 6.19 6.19 640.0 1
Vasopressin V1a receptor
CHEMBL1889
 EC50 5.5 5.5 3200.0 1
Vasopressin V1a receptor
CHEMBL1889
 Ki 5.5 5.5 3200.0 3
Vasopressin V2 receptor
CHEMBL1790
 EC50 4.43 4.43 37000.0 1
Vasopressin V2 receptor
CHEMBL1790
 Ki 4.43 4.43 37000.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 51.0 mL.min-1.kg-1 Rattus norvegicus
CL 13.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 3300.0 nM Rattus norvegicus
F 55.0 % Rattus norvegicus
F 29.0 % Canis lupus familiaris
F 39.0 % Rattus norvegicus
F 39.0 % Rattus norvegicus
F 39.0 % Rattus norvegicus
F 13.0 % Macaca mulatta
T1/2 1.1 hr Rattus norvegicus
T1/2 1.1 hr Canis lupus familiaris
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vasopressin V1a receptor Ki = 3.7 nM 8.43 Binding affinity was evaluated by measuring the displacement of [3H]AVP (arginin... 7473590
Vasopressin V1a receptor Ki = 3.7 nM 8.43 Displacement of [3H]vasopressin from vasopressin V1a receptor in rat liver tissu... 20550119
Oxytocin receptor EC50 = 4.6 nM 8.34 Activity at human oxytocin receptor expressed in CHO cells by NFAT-luciferase ge... 20104850
Oxytocin receptor Ki = 4.6 nM 8.34 Displacement of [3H]-oxytocin from oxytocin receptor in human uterus tissue 20550119
Oxytocin receptor Ki = 4.6 nM 8.34 Binding affinity was evaluated by measuring the displacement of [3H]OT (oxytocin... 7473590
Oxytocin receptor Ki = 4.8 nM 8.32 Binding affinity for cloned human oxytocin receptor (OT-R) 9622556
Oxytocin receptor Ki = 6.31 nM 8.2 Displacement of 3[H]oxytocin from human oxytocin receptor 11992787
Oxytocin receptor Ki = 9.3 nM 8.03 Binding affinity for human oxytocin receptor 10340620
Oxytocin receptor Ki = 9.3 nM 8.03 Binding affinity against cloned human oxytocin receptor from human embryonic kid... 9873680
Oxytocin receptor Ki = 10.0 nM 8.0 Ability to displace [3H]oxytocin from human OT receptor (hOT) 11992786
Oxytocin receptor Ki = 19.0 nM 7.72 Binding affinity was evaluated by measuring the displacement of [3H]-OT (oxytoci... 7473590
Oxytocin receptor Ki = 19.0 nM 7.72 Binding affinity for rat uterine oxytocin receptor (rOTr) 10340620
Oxytocin receptor Ki = 19.0 nM 7.72 Binding affinity against oxytocin receptor (rOTr) in DES pretreated rat uterine 9873680
Oxytocin receptor Ki = 19.0 nM 7.72 Displacement of [3H]-oxytocin from oxytocin receptor in rat uterus tissue 20550119
Oxytocin receptor Ki = 20.0 nM 7.7 Antagonist activity at human cloned oxytocin receptor by cell based beta lactama... 18639455
Rattus norvegicus IC50 = 25.0 nM 7.6 Serum concentration for 50% inhibition of uterine contractility response to oxyt... 11992787
Oxytocin receptor IC50 = 640.0 nM 6.19 Compound was tested for displacement of 3[H] oxytocin from rat OT receptor (in v... 11992787
Vasopressin V1a receptor Ki = 3200.0 nM 5.5 Displacement of [3H]vasopressin from vasopressin V1a receptor in human liver tis... 20550119
Vasopressin V1a receptor EC50 = 3200.0 nM 5.5 Activity at human vasopressin V1a receptor expressed in CHO cells by NFAT-lucife... 20104850
Vasopressin V1a receptor Ki = 3200.0 nM 5.5 Binding affinity towards human Vasopressin V1a receptor by using functional assa... 10340620

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5058577 U2OS 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5058564 U2OS 8
- 10.6019/CHEMBL5058564 Fibroblast 6
20104850 10.1021/jm901084f Oxytocin receptor 4
20104850 10.1021/jm901084f Vasopressin V1a receptor 4
20104850 10.1021/jm901084f Vasopressin V2 receptor 4
9873680 10.1016/s0960-894x(98)00568-x Rattus norvegicus 4
10340620 10.1016/s0960-894x(99)00181-x Rattus norvegicus 4
11992787 10.1016/s0960-894x(02)00160-9 Rattus norvegicus 4
20550119 10.1021/jm901812z Rattus norvegicus 3
11992787 10.1016/s0960-894x(02)00160-9 Canis familiaris 3
11992787 10.1016/s0960-894x(02)00160-9 Oxytocin receptor 3
20550119 10.1021/jm901812z Vasopressin V2 receptor 2
9873680 10.1016/s0960-894x(98)00568-x Oxytocin receptor 2
7473590 10.1021/jm00023a002 Vasopressin V1a receptor 2

Data from ChEMBL 36 via Core Engine