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Compound Detail

CHEMBL582857

NELIVAPTAN
🧪 Phase II
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🧪 Phase II
COc1ccc(S(=O)(=O)N2C(=O)[C@@](c3ccccc3OC)(N3C[C@H](O)C[C@H]3C(=O)N(C)C)c3cc(Cl)ccc32)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL582857
Name NELIVAPTAN
Phase Phase II
Structure Type MOL
InChI Key NJXZWIIMWNEOGJ-WEWKHQNJSA-N

Known Names

Nelivaptan SR-149415 SSR-149,415 SSR-149415 Ssr149415
6
Targets
18
Activities
2
Assay Types
5
PK Parameters
20
Publications
5
Known Names
2
Indications
1
Mechanisms

Molecular Properties

630.1
MW (Da)
2.87
ALogP
9
HBA
1
HBD
125.9
PSA (Ų)
0.40
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -vaptan

Extended Properties

Molecular Formula C30H32ClN3O8S
MW 630.12
Aromatic Rings 3
Heavy Atoms 43
NP-Likeness -0.63

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Vasopressin V1b receptor antagonist ANTAGONIST Vasopressin V1b receptor ✓ ✓

Indications

Anxiety Depressive Disorder

Activity Summary

Ki 17 meas. best 9.22
IC50 1 meas. best 5.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vasopressin V1b receptor
CHEMBL1921
 Ki 9.22 8.61 0.6 4
Vasopressin V1b receptor
CHEMBL2659
 Ki 9.0 9.0 1.0 2
Oxytocin receptor
CHEMBL2049
 Ki 8.82 7.965 1.5 4
Vasopressin V1a receptor
CHEMBL1889
 Ki 7.66 7.395 22.0 4
Vasopressin V2 receptor
CHEMBL1790
 Ki 6.54 6.5067 290.0 3
Psychosine receptor
CHEMBL3714081
 IC50 5.62 5.62 2392.2 1

Pharmacokinetic Data

Parameter Value Units Species
CL 343.0 mL.min-1.g-1 Homo sapiens
CL 432.0 mL.min-1.g-1 Rattus norvegicus
CL 86.67 mL.min-1.kg-1 Rattus norvegicus
F 12.0 % 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 V1b receptor Ki = 0.6 nM 9.22 Displacement of [3H]Arg8-vasopressin from human vasopressin V1b receptor express... 19800231
Vasopressin V1b receptor Ki = 0.6 nM 9.22 Displacement of [3H]AVP from human vasopressin V1b receptor expressed in CHO cel... 21353540
Vasopressin V1b receptor Ki = 1.0 nM 9.0 Displacement of [3H]Arg8-vasopressin from rat vasopressin V1b receptor expressed... 19800231
Vasopressin V1b receptor Ki = 1.0 nM 9.0 Displacement of [3H]AVP from rat vasopressin V1b receptor expressed in CHO cells... 21353540
Oxytocin receptor Ki = 1.514 nM 8.82 Antagonist activity at recombinant oxytocin receptor expressed in CHO cells asse... 21146408
Vasopressin V1b receptor Ki = 1.7 nM 8.77 Displacement of [3H]AVP from human vasopressin V1b receptor expressed in CHO cel... 21605973
Oxytocin receptor Ki = 19.0 nM 7.72 Displacement of [3H]oxytocin from human oxytocin receptor expressed in CHO-K1 ce... 19800231
Oxytocin receptor Ki = 19.0 nM 7.72 Displacement of [3H]oxytocin from human oxytocin receptor 21353540
Vasopressin V1a receptor Ki = 22.0 nM 7.66 Displacement of [3H]Arg8-vasopressin from human vasopressin V1a receptor express... 19800231
Vasopressin V1a receptor Ki = 22.0 nM 7.66 Displacement of [3H]AVP from human vasopressin V1a receptor at 5 uM 21353540
Oxytocin receptor Ki = 25.0 nM 7.6 Displacement of radiolabeled oxytocin from human oxytocin receptor expressed in ... 21605973
Vasopressin V1b receptor Ki = 58.88 nM 7.23 Antagonist activity at recombinant V1b receptor expressed in CHO cells assessed ... 21146408
Vasopressin V1a receptor Ki = 58.88 nM 7.23 Antagonist activity at recombinant V1a receptor expressed in CHO cells assessed ... 21146408
Vasopressin V1a receptor Ki = 94.0 nM 7.03 Displacement of [3H]AVP from human vasopressin V1a receptor expressed in CHO cel... 21605973
Vasopressin V2 receptor Ki = 290.0 nM 6.54 Displacement of [3H]AVP from human vasopressin V2 receptor expressed in CHO cell... 21605973
Vasopressin V2 receptor Ki = 325.0 nM 6.49 Displacement of [3H]Arg8-vasopressin from human vasopressin V2 receptor expresse... 19800231
Vasopressin V2 receptor Ki = 325.0 nM 6.49 Displacement of [3H]AVP from human vasopressin V2 receptor 21353540
Psychosine receptor IC50 = 2392.15 nM 5.62 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR65 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058564 Fibroblast 8
- 10.6019/CHEMBL5058564 U2OS 6
20400305 10.1016/j.bmcl.2010.03.108 ADMET 4
21605973 10.1016/j.bmcl.2011.03.012 Rattus norvegicus 4
20400305 10.1016/j.bmcl.2010.03.108 Unchecked 3
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
21605973 10.1016/j.bmcl.2011.03.012 Liver microsomes 2
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
19800231 10.1016/j.bmcl.2009.09.050 Vasopressin V1b receptor 2
21353540 10.1016/j.bmcl.2010.12.081 Vasopressin V1b receptor 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2

Data from ChEMBL 36 via Core Engine