3-{2-[4-(6-fluoro-1H-indol-3-yl)-1,2,3,6-tetrahydropyridin-1-yl]ethyl}-2λ6-thia-1,3-diazatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-triene-2,2-dione

• ChemBase ID: 155772
• Molecular Formular: C24H25FN4O2S
• Molecular Mass: 452.5443032
• Monoisotopic Mass: 452.16822528
• SMILES: c1cc2c3c(c1)N(S(=O)(=O)N3CCC2)CCN1CCC(=CC1)c1c[nH]c2c1ccc(c2)F
• Canonical SMILES: Fc1ccc2c(c1)[nH]cc2C1=CCN(CC1)CCN1c2cccc3c2N(S1(=O)=O)CCC3
• InChI: InChI=1S/C24H25FN4O2S/c25-19-6-7-20-21(16-26-22(20)15-19)17-8-11-27(12-9-17)13-14-28-23-5-1-3-18-4-2-10-29(24(18)23)32(28,30)31/h1,3,5-8,15-16,26H,2,4,9-14H2
• InChIKey: BJIPVHLRWSDKOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[4-(6-fluoro-1H-indol-3-yl)-1,2,3,6-tetrahydropyridin-1-yl]ethyl}-2λ^6-thia-1,3-diazatricyclo[6.3.1.0^4,^1^2]dodeca-4,6,8(12)-triene-2,2-dione
• IUPAC Traditional name: 3-{2-[4-(6-fluoro-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]ethyl}-2λ^6-thia-1,3-diazatricyclo[6.3.1.0^4,^1^2]dodeca-4,6,8(12)-triene-2,2-dione
• Synonyms: 1-[2-[4-(6-fluoro-1H-indol-3-yl)-3,6-dihydro-1(2H)-pyridinyl]ethyl]-5,6-dihydro-1H,4H-[1,2,5]thiadiazolo[4.3.2-ij]quinoline-2,2-dioxide; LY-367,265

Database IDs

• MDL Number: MFCD03452944
• PubChem SID: 162249910; 24278513
• PubChem CID: 4605800

CALCULATED PROPERTIES

• Acid pKa: 15.812859
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0379307
• LogD (pH = 7.4): 2.7214682
• Log P: 3.1508875
• Molar Refractivity: 124.6398 cm^3
• Polarizability: 48.712906 Å^3
• Polar Surface Area: 59.65 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 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 ... HTR2A(3356)

DETAILS

Sigma Aldrich - L2411

Biochem/physiol Actions
Antidepressant, inhibits the serotonin transporter; 5-HT2A serotonin receptor antagonist.