(2Z)-but-2-enedioic acid; 3-[2-(dipropylamino)ethyl]-1H-indole-5-carboxamide

• ChemBase ID: 132268
• Molecular Formular: C21H29N3O5
• Molecular Mass: 403.47206
• Monoisotopic Mass: 403.21072104
• SMILES: CCCN(CCC)CCc1c[nH]c2c1cc(cc2)C(=O)N.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.CCCN(CCC)CCc1c[nH]c2c1cc(cc2)C(=O)N
• InChI: InChI=1S/C17H25N3O.C4H4O4/c1-3-8-20(9-4-2)10-7-14-12-19-16-6-5-13(17(18)21)11-15(14)16;5-3(6)1-2-4(7)8/h5-6,11-12,19H,3-4,7-10H2,1-2H3,(H2,18,21);1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: CPKKAPVEISWTGZ-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 3-[2-(dipropylamino)ethyl]-1H-indole-5-carboxamide
• IUPAC Traditional name: 3-[2-(dipropylamino)ethyl]-1H-indole-5-carboxamide; maleic acid
• Synonyms: N,N-Dipropyl-5-carboxamidotryptamine maleate salt

Database IDs

• CAS Number: 74885-25-9
• MDL Number: MFCD00069264
• PubChem SID: 162226545; 24278402
• PubChem CID: 10158019

CALCULATED PROPERTIES

• Acid pKa: 14.532387
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.5771856
• LogD (pH = 7.4): -0.06085947
• Log P: 2.9113667
• Molar Refractivity: 88.0658 cm^3
• Polarizability: 34.581482 Å^3
• Polar Surface Area: 62.12 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble; aqueous acid: unstable; DMSO: soluble; ethanol: soluble; H2O: soluble
• Apperance: light yellow solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... HTR1A(3350)

DETAILS

Sigma Aldrich - D132

Biochem/physiol Actions
Potent and selective 5-HT1A serotonin receptor agonist.