Tolvaptan (CED0004384)

Record Information

Version

1.0

Creation Date

2016-05-22 06:41:10 UTC

Update Date

2026-08-22 06:13:14 UTC

Accession Number

CHEM020000

Identification

Common Name

Tolvaptan

Class

Small Molecule

Description

Tolvaptan is an organic compound with the formula C26H25ClN2O3 and an average molecular weight of 448.95 g/mol. Tolvaptan belongs to the anilides, a subclass of benzene and substituted derivatives within the organic compounds. It is classified as a benzenoid. The compound is associated with one recorded source: healthcare, pharmaceuticals & veterinary products, specifically diuretics. The recorded route of exposure for this substance is oral. Tolvaptan acts on two recorded protein targets, serving as an antagonist of the Vasopressin V2 receptor (AVPR2) and the Vasopressin V1a receptor (AVPR1A).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
OPC-41061SAmsca	ChEMBL
Samsca	MeSH
7-chloro-5-Hydroxy-1-(2-methyl-4-(2-methylbenzoylamino)benzoyl)2,3,4,5-tetrahydro-1H-1-benzazepine	MeSH
Tolvaptan	MeSH

Chemical Formula

C₂₆H₂₅ClN₂O₃

Average Molecular Mass

448.950 g/mol

Monoisotopic Mass

448.155 g/mol

CAS Registry Number

150683-30-0

IUPAC Name

N-[4-(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-methylbenzamide

Traditional Name

tolvaptan

SMILES

CC1=CC=CC=C1C(=O)NC1=CC=C(C(=O)N2CCCC(O)C3=C2C=CC(Cl)=C3)C(C)=C1

InChI Identifier

InChI=1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11-21(17(2)14-19)26(32)29-13-5-8-24(30)22-15-18(27)9-12-23(22)29/h3-4,6-7,9-12,14-15,24,30H,5,8,13H2,1-2H3,(H,28,31)

InChI Key

GYHCTFXIZSNGJT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Benzanilides

Alternative Parents

Substituents

Benzanilide
Benzazepine
Benzamide
O-toluamide
Toluamide
Benzoic acid or derivatives
Benzoyl
Azepine
Toluene
Aryl chloride
Aryl halide
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	4.14	ALOGPS
logP	5.35	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.64 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	129.16 m³·mol⁻¹	ChemAxon
Polarizability	47.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001j-0211900000-5e56d5a1e8f2e77cc6fd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0931400000-3fd2e2c124ef6b2fd69b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-8910000000-edf924bb21d21806376a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0000900000-ac7c29fd3c175cd10876	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002b-2322900000-14965dc5e22dda64560f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-7922000000-1ef9d9a5199fe2f9b996	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
4169.0	Log mg/kg	[2300:7400]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
290	Diuretics	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

1 pathway

Tolvaptan Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Vasopressin V1a receptor	P37288	Humans	Predicted (SEA)	5.2159
Click to view 3D structure	Vasopressin V2 receptor	P30518	Humans	Predicted (SEA)	4.82665
Click to view 3D structure	Vasopressin V2 receptor	Q00788	Rattus norvegicus	Predicted (SEA)	12.1445
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	60.5667
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	90.6165
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	171.58
Click to view 3D structure	Sigma intracellular receptor 2	Q5BJF2	Humans	Predicted (SEA)	32.1517
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	20.7079
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	4.04816
Click to view 3D structure	Vasopressin V1a receptor	P30560	Rattus norvegicus	Predicted (SEA)	16.2705
Click to view 3D structure	Apelin receptor	P35414	Humans	Predicted (SEA)	1.24559
Click to view 3D structure	Free fatty acid receptor 4	Q5NUL3	Humans	Predicted (SEA)	9.03051
Click to view 3D structure	G-protein coupled receptor 65	Q8IYL9	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Glucagon-like peptide 1 receptor	P43220	Humans	Predicted (SEA)	92.952
Click to view 3D structure	Glucose-dependent insulinotropic receptor	Q8TDV5	Humans	Predicted (SEA)	2.64687
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	536.148
Click to view 3D structure	Metabotropic glutamate receptor 4	Q14833	Humans	Predicted (SEA)	30.1276
Click to view 3D structure	Metabotropic glutamate receptor 4	P31423	Rattus norvegicus	Predicted (SEA)	18.606
Click to view 3D structure	Botulinum neurotoxin type E	Q00496	Clostridium botulinum	Predicted (SEA)	7.16213
Click to view 3D structure	Photoreceptor-specific nuclear receptor	Q9Y5X4	Humans	Predicted (SEA)	14.2464
Click to view 3D structure	Probable G-protein coupled receptor 27	Q9NS67	Humans	Predicted (SEA)	23.744
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	1370.85
Click to view 3D structure	Metabotropic glutamate receptor 5	P31424	Rattus norvegicus	Predicted (SEA)	42.8949
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	627.543
Click to view 3D structure	Mitogen-activated protein kinase 14	Q16539	Humans	Predicted (SEA)	776.001