5-methyl-N-(pyridin-3-yl)-1H,2H,3H,5H-pyrrolo[2,3-f]indole-1-carboxamide hydrate hydrochloride

• ChemBase ID: 155446
• Molecular Formular: C17H19ClN4O2
• Molecular Mass: 346.81136
• Monoisotopic Mass: 346.11965355
• SMILES: Cn1ccc2c1cc1c(c2)N(CC1)C(=O)Nc1cccnc1.O.Cl
• Canonical SMILES: O=C(N1CCc2c1cc1ccn(c1c2)C)Nc1cccnc1.O.Cl
• InChI: InChI=1S/C17H16N4O.ClH.H2O/c1-20-7-4-12-10-16-13(9-15(12)20)5-8-21(16)17(22)19-14-3-2-6-18-11-14;;/h2-4,6-7,9-11H,5,8H2,1H3,(H,19,22);1H;1H2
• InChIKey: NXGFRKQJHLVHIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-N-(pyridin-3-yl)-1H,2H,3H,5H-pyrrolo[2,3-f]indole-1-carboxamide hydrate hydrochloride
• IUPAC Traditional name: 5-methyl-N-(pyridin-3-yl)-2H,3H-pyrrolo[2,3-f]indole-1-carboxamide hydrate hydrochloride
• Synonyms: 5-Methyl-1-(3-pyridylcarbamoyl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole hydrochloride hydrate; N-3-Pyridinyl-3,5-dihydro-5-methylbenzo(1,2-b:4,5-b′)dipyrrole-1(2H)carboxamide hydrochloride hydrate; SB-206553 hydrochloride hydrate

Database IDs

• CAS Number: 158942-04-2(freebase)
• MDL Number: MFCD11045983
• PubChem SID: 24278132; 162249584
• PubChem CID: 25102595

CALCULATED PROPERTIES

• Acid pKa: 10.806428
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1020021
• LogD (pH = 7.4): 2.1268816
• Log P: 2.1273754
• Molar Refractivity: 86.3046 cm^3
• Polarizability: 33.107616 Å^3
• Polar Surface Area: 50.16 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL
• Apperance: yellow solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HTR2B(3357), HTR2C(3358)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16N4O · HCl · xH2O

DETAILS

Sigma Aldrich - S180

Biochem/physiol Actions
Potent 5-HT2B/5-HT2C serotonin receptor antagonist.
Legal Information
Manufactured and sold under exclusive license from GlaxoSmithKline Pharmaceuticals