1.0 2016-05-25 18:29:32 UTC 2026-08-22 06:23:58 UTC Vilazodone SmallMolecule Vilazodone is an organic compound with the formula C26H27N5O2 and an average molecular weight of 441.52 g/mol. Vilazodone belongs to the piperazines, a subclass of diazinanes within the organic compounds. It is classified as an organoheterocyclic compound. This compound is found in or released from healthcare, pharmaceuticals, and veterinary products, specifically as an antidepressant, with a recorded oral exposure route. Vilazodone acts on two recorded protein targets: the sodium-dependent serotonin transporter (SLC6A4) and the 5-hydroxytryptamine receptor 1A (HTR1A), for which it serves as an agonist/inhibitor. C26H27N5O2 441.5249 441.216475133 5-{4-[4-(5-cyano-1H-indol-3-yl)butyl]piperazin-1-yl}-1-benzofuran-2-carboxamide vilazodone 163521-12-8 NC(=O)C1=CC2=C(O1)C=CC(=C2)N1CCN(CCCCC2=CNC3=C2C=C(C=C3)C#N)CC1 InChI=1S/C26H27N5O2/c27-16-18-4-6-23-22(13-18)19(17-29-23)3-1-2-8-30-9-11-31(12-10-30)21-5-7-24-20(14-21)15-25(33-24)26(28)32/h4-7,13-15,17,29H,1-3,8-12H2,(H2,28,32) SGEGOXDYSFKCPT-UHFFFAOYSA-N Organic compounds Organoheterocyclic compounds Diazinanes Piperazines N-arylpiperazines 2-heteroaryl carboxamides 3-alkylindoles Amino acids and derivatives Aralkylamines Azacyclic compounds Benzenoids Benzofurans Dialkylarylamines Furoic acid and derivatives Heteroaromatic compounds Hydrocarbon derivatives N-alkylpiperazines Nitriles Organic oxides Organooxygen compounds Organopnictogen compounds Oxacyclic compounds Primary carboxylic acid amides Substituted pyrroles Trialkylamines 2-heteroaryl carboxamide 3-alkylindole Amine Amino acid or derivatives Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Benzofuran Carbonitrile Carboxamide group Carboxylic acid derivative Dialkylarylamine Furan Furoic acid or derivatives Heteroaromatic compound Hydrocarbon derivative Indole Indole or derivatives N-alkylpiperazine N-arylpiperazine Nitrile Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary carboxylic acid amide Pyrrole Substituted pyrrole Tertiary aliphatic amine Tertiary aliphatic/aromatic amine Tertiary amine Aromatic heteropolycyclic compounds 1-benzofurans N-alkylpiperazine N-arylpiperazine indoles monocarboxylic acid amide nitrile Detected and Not Quantified Vilazodone mechanism of Action Action Pathway SMP0126404 Vilazodone Drug Metabolism Action Pathway SMP0144064 Vilazodone Predicted Metabolism Pathway SMP0174622 logp 3.72 logp 4.21 ALOGPS logs -3.56 ALOGPS solubility 1.23e-01 g/l ALOGPS logp 3.72 ChemAxon pka_strongest_acidic 14.19 ChemAxon pka_strongest_basic 8.6 ChemAxon iupac 5-{4-[4-(5-cyano-1H-indol-3-yl)butyl]piperazin-1-yl}-1-benzofuran-2-carboxamide ChemAxon average_mass 441.5249 ChemAxon mono_mass 441.216475133 ChemAxon smiles NC(=O)C1=CC2=C(O1)C=CC(=C2)N1CCN(CCCCC2=CNC3=C2C=C(C=C3)C#N)CC1 ChemAxon formula C26H27N5O2 ChemAxon inchi InChI=1S/C26H27N5O2/c27-16-18-4-6-23-22(13-18)19(17-29-23)3-1-2-8-30-9-11-31(12-10-30)21-5-7-24-20(14-21)15-25(33-24)26(28)32/h4-7,13-15,17,29H,1-3,8-12H2,(H2,28,32) ChemAxon inchikey SGEGOXDYSFKCPT-UHFFFAOYSA-N ChemAxon polar_surface_area 102.29 ChemAxon refractivity 129.71 ChemAxon polarizability 50.02 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f86c2d6cdb0> DB06684 6918314 BE0000291 BE0000749