Satavaptan
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Also known as AquildaSatavaptan monophosphateSatavaptan phosphateSR 121463SR 121463ASR 121463BSR-121463SR-121463ASR-121463BSr121463SR121463BSR121463F
Summary
Satavaptan (CHEMBL2107777) is a phase-3 clinical-stage small molecule targeting AVPR1A, AVPR1B, and AVPR2; indicated across 4 conditions including cirrhosis of liver and inappropriate adh syndrome.
At a glance
- Status: Max clinical phase 3 (not approved)
- Modality: Small molecule
- Targets: 3 (AVPR1A, AVPR1B, AVPR2)
- Indications: 4 conditions
- Clinical trials: 11
- Chemistry: 627.8 Da · C33H45N3O7S
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL2107777 |
| Name | Satavaptan |
| Type | Small molecule |
| Max phase | 3 |
| FDA approved | no |
| PubChem CID | 70693556 |
| Molecular formula | C33H45N3O7S |
| Molecular weight | 627.8 |
| InChIKey | CDSBFDCCJJDFCV-UHFFFAOYSA-N |
SMILES: CCOC1=CC2=C(C=C1)N(C(=O)C23CCC(CC3)CCN4CCOCC4)S(=O)(=O)C5=C(C=C(C=C5)C(=O)NC(C)(C)C)OC
IUPAC name: N-tert-butyl-4-[5’-ethoxy-4-(2-morpholin-4-ylethyl)-2’-oxospiro[cyclohexane-1,3’-indole]-1’-yl]sulfonyl-3-methoxybenzamide
Also known as: Aquilda, Satavaptan, Satavaptan monophosphate, Satavaptan phosphate, SR 121463, SR 121463A, SR 121463B, SR-121463, SR-121463A, SR-121463B, Sr121463, SR121463B
Patent coverage: 77 distinct patent families (191 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).
| Gene | Target | Action | pAffinity | Cancer dependency | UniProt |
|---|---|---|---|---|---|
| AVPR1A | V1A receptor | Antagonist | 6.5 | 4.6% | P37288 |
| AVPR1B | V1B receptor | Antagonist | 4.3 | 0.4% | P47901 |
| AVPR2 | V2 receptor | Antagonist | 9.3 | 0% | P30518 |
Bioactivity
No ChEMBL bioactivity rows at pChembl ≥ 5 (expected for biologics / antibodies).
Target pathways
Aggregated over 3 target gene(s): AVPR1A, AVPR1B, AVPR2.
Top Reactome pathways
8 total, by targets touching each:
| Pathway | Targets | Genes |
|---|---|---|
| Vasopressin-like receptors | 3 | AVPR1A, AVPR1B, AVPR2 |
| G alpha (q) signalling events | 2 | AVPR1A, AVPR1B |
| Defective AVP does not bind AVPR1A,B and causes neurohypophyseal diabetes insipidus (NDI) | 2 | AVPR1A, AVPR1B |
| G alpha (s) signalling events | 1 | AVPR2 |
| Vasopressin regulates renal water homeostasis via Aquaporins | 1 | AVPR2 |
| Cargo recognition for clathrin-mediated endocytosis | 1 | AVPR2 |
| Clathrin-mediated endocytosis | 1 | AVPR2 |
| Defective AVP does not bind AVPR2 and causes neurohypophyseal diabetes insipidus (NDI) | 1 | AVPR2 |
Dominant GO biological processes
| GO term | Targets |
|---|---|
| regulation of systemic arterial blood pressure by vasopressin | 3 |
| G protein-coupled receptor signaling pathway | 3 |
| cellular response to hormone stimulus | 3 |
| positive regulation of vasoconstriction | 3 |
| signal transduction | 3 |
| positive regulation of systemic arterial blood pressure | 2 |
| positive regulation of cytosolic calcium ion concentration | 2 |
| positive regulation of cell population proliferation | 2 |
| telencephalon development | 2 |
| transport across blood-brain barrier | 2 |
| regulation of blood pressure | 2 |
| positive regulation of blood pressure | 2 |
| maternal aggressive behavior | 1 |
| generation of precursor metabolites and energy | 1 |
| negative regulation of female receptivity | 1 |
Indications & clinical
Indications
4 indications (0 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| cirrhosis of liver | 3 | MONDO:0005155 | EFO:0001422 |
| inappropriate ADH syndrome | 3 | MONDO:0006802 | EFO:1000982 |
2 further indication records had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 11.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE3 | 7 |
| PHASE2 | 4 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT00264914 | PHASE3 | COMPLETED | Safety and Efficacy of SR121463B in Patients With Syndrome of Inappropriate Antidiuretic Hormone Secretion |
| NCT00264927 | PHASE3 | COMPLETED | Efficacy and Safety of SR121463B in Patients With Syndrome of Inappropriate Antidiuretic Hormone Secretion |
| NCT00274326 | PHASE3 | COMPLETED | DILIPO (DILutIonal HyPOnatremia) |
| NCT00358878 | PHASE3 | COMPLETED | Cirrhotic Ascites Treatment With Satavaptan in Patients With Ascites Due to Cirrhosis of the Liver (CATS) |
| NCT00359437 | PHASE3 | TERMINATED | Satavaptan in the Prevention of Ascites Recurrence in Patients With Ascites Due to Cirrhosis of the Liver |
| NCT00366795 | PHASE3 | TERMINATED | Satavaptan for the Prevention of Ascites Recurrence in Patients With Ascites Due to Cirrhosis of the Liver |
| NCT00728091 | PHASE3 | TERMINATED | A Phase III Study Evaluating the Efficacy and Safety of Satavaptan Versus Placebo in Patients With Dilutional Hyponatremia |
| NCT00032734 | PHASE2 | COMPLETED | Efficacy of SR121463B in Patients With Syndrome of Inappropriate Antidiuretic Hormone Secretion |
| NCT00501384 | PHASE2 | COMPLETED | Satavaptan Dose-Ranging Study in the Prevention of Ascites |
| NCT00501566 | PHASE2 | COMPLETED | Satavaptan Dose-Ranging Study in Normonatraemic Patients With Cirrhotic Ascites |
| NCT00501722 | PHASE2 | COMPLETED | Satavaptan Dose-Ranging Study in Hyponatraemic Patients With Cirrhotic Ascites |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No PharmGKB pharmacogenomic data curated for this drug.
Related molecules
Related molecules
Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.
144 molecules share ≥1 primary target. Top 60 by shared-target count:
| Molecule | Source | Status | Shared targets |
|---|---|---|---|
| DESMOPRESSIN | ChEMBL + PubChem | Phase 4 (approved) | AVPR1A, AVPR1B, AVPR2 |
| OXYTOCIN | ChEMBL + PubChem | Phase 4 (approved) | AVPR1A, AVPR1B, AVPR2 |
| ATOSIBAN | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR1B, AVPR2 |
| CARBETOCIN | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR1B, AVPR2 |
| MOZAVAPTAN | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR1B, AVPR2 |
| VASOPRESSIN | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR1B, AVPR2 |
| NELIVAPTAN | ChEMBL | Phase 2 | AVPR1A, AVPR1B, AVPR2 |
| ORNIPRESSIN | ChEMBL | Phase 2 | AVPR1A, AVPR1B, AVPR2 |
| PECAVAPTAN | ChEMBL | Phase 2 | AVPR1A, AVPR1B, AVPR2 |
| SELEPRESSIN | ChEMBL | Phase 2 | AVPR1A, AVPR1B, AVPR2 |
| PIMOZIDE | ChEMBL + PubChem | Phase 4 (approved) | AVPR1A, AVPR2 |
| RIFAMPIN | ChEMBL + PubChem | Phase 4 (approved) | AVPR1A, AVPR2 |
| TEGASEROD | ChEMBL + PubChem | Phase 4 (approved) | AVPR1A, AVPR2 |
| BALSALAZIDE | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| BOSUTINIB | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| CHLORHEXIDINE | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| CONIVAPTAN | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| FLUSPIRILENE | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| NITAZOXANIDE | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| PYRVINIUM | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| RIFAXIMIN | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| TOLVAPTAN | ChEMBL | Phase 4 (approved) | AVPR1A, AVPR2 |
| BALOVAPTAN | ChEMBL | Phase 3 | AVPR1A, AVPR2 |
| LIXIVAPTAN | ChEMBL | Phase 3 | AVPR1A, AVPR2 |
| OTILONIUM BROMIDE | ChEMBL | Phase 3 | AVPR1A, AVPR2 |
| BENZETHONIUM | ChEMBL | Phase 2 | AVPR1A, AVPR2 |
| DOMIPHEN | ChEMBL | Phase 2 | AVPR1A, AVPR2 |
| RELCOVAPTAN | ChEMBL | Phase 2 | AVPR1A, AVPR2 |
| Abiraterone | PubChem | Approved | AVPR1A, AVPR2 |
| acetylcysteine | PubChem | Approved | AVPR1A, AVPR2 |
| Aclidinium Bromide | PubChem | Approved | AVPR1A, AVPR2 |
| Acyclovir | PubChem | Approved | AVPR1A, AVPR2 |
| Afatinib | PubChem | Approved | AVPR1A, AVPR2 |
| Allopurinol | PubChem | Approved | AVPR1A, AVPR2 |
| Almotriptan | PubChem | Approved | AVPR1A, AVPR2 |
| Alogliptin | PubChem | Approved | AVPR1A, AVPR2 |
| aminolevulinic acid | PubChem | Approved | AVPR1A, AVPR2 |
| Anagrelide | PubChem | Approved | AVPR1A, AVPR2 |
| Apixaban | PubChem | Approved | AVPR1A, AVPR2 |
| Aprepitant | PubChem | Approved | AVPR1A, AVPR2 |
| Belzutifan | PubChem | Approved | AVPR1A, AVPR2 |
| Bosentan | PubChem | Approved | AVPR1A, AVPR2 |
| Clofarabine | PubChem | Approved | AVPR1A, AVPR2 |
| Clozapine | PubChem | Approved | AVPR1A, AVPR2 |
| Crizotinib | PubChem | Approved | AVPR1A, AVPR2 |
| Dacarbazine | PubChem | Approved | AVPR1A, AVPR2 |
| Desloratadine | PubChem | Approved | AVPR1A, AVPR2 |
| Desoxycorticosterone Pivalate | PubChem | Approved | AVPR1A, AVPR2 |
| Didanosine | PubChem | Approved | AVPR1A, AVPR2 |
| Dihydroergotamine | PubChem | Approved | AVPR1A, AVPR2 |
| Erythromycin | PubChem | Approved | AVPR1A, AVPR2 |
| Ethambutol | PubChem | Approved | AVPR1A, AVPR2 |
| Fidaxomicin | PubChem | Approved | AVPR1A, AVPR2 |
| Fulvestrant | PubChem | Approved | AVPR1A, AVPR2 |
| Ganciclovir | PubChem | Approved | AVPR1A, AVPR2 |
| Gefitinib | PubChem | Approved | AVPR1A, AVPR2 |
| Glycopyrrolate | PubChem | Approved | AVPR1A, AVPR2 |
| Leucovorin | PubChem | Approved | AVPR1A, AVPR2 |
| Linagliptin | PubChem | Approved | AVPR1A, AVPR2 |
| Methotrexate | PubChem | Approved | AVPR1A, AVPR2 |
Related Atlas pages
- Genes: AVPR1A, AVPR1B, AVPR2
- Diseases: cirrhosis of liver, inappropriate ADH syndrome
- Drugs: Desmopressin, Oxytocin, Atosiban, Carbetocin, Mozavaptan, Vasopressin, Pimozide, Rifampin, Tegaserod, Balsalazide, Bosutinib, Chlorhexidine, Conivaptan, Fluspirilene, Nitazoxanide, Pyrvinium, Rifaximin, Tolvaptan, Balovaptan, Lixivaptan, Otilonium Bromide, Abiraterone, acetylcysteine, Aclidinium Bromide, Acyclovir, Afatinib, Allopurinol, Almotriptan, Alogliptin, aminolevulinic acid, Anagrelide, Apixaban, Aprepitant, Belzutifan, Bosentan, Clofarabine, Clozapine, Crizotinib, Dacarbazine, Desloratadine, Desoxycorticosterone Pivalate, Didanosine, Dihydroergotamine, Erythromycin, Ethambutol, Fidaxomicin, Fulvestrant, Ganciclovir, Gefitinib, Glycopyrrolate, Linagliptin, Methotrexate