2-amino-4H,5H,6H,7H,8H-cyclohepta[b]thiophene-3-carboxamide

• ChemBase ID: 26305
• Molecular Formular: C10H14N2OS
• Molecular Mass: 210.29596
• Monoisotopic Mass: 210.08268408
• SMILES: c1(c(sc2c1CCCCC2)N)C(=O)N
• Canonical SMILES: NC(=O)c1c(N)sc2c1CCCCC2
• InChI: InChI=1S/C10H14N2OS/c11-9(13)8-6-4-2-1-3-5-7(6)14-10(8)12/h1-5,12H2,(H2,11,13)
• InChIKey: LULYZYNTDPUEKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4H,5H,6H,7H,8H-cyclohepta[b]thiophene-3-carboxamide
• IUPAC Traditional name: 2-amino-4H,5H,6H,7H,8H-cyclohepta[b]thiophene-3-carboxamide
• Synonyms: 2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylic acid amide; NSC727447; 2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta-[b]thiophene-3-carboxamide; 2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylic acid amide

Database IDs

• CAS Number: 40106-12-5
• MDL Number: MFCD00622214
• PubChem SID: 160989612
• PubChem CID: 2997881

CALCULATED PROPERTIES

• Acid pKa: 15.380865
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.6206603
• LogD (pH = 7.4): 2.6206603
• Log P: 2.6206603
• Molar Refractivity: 58.1238 cm^3
• Polarizability: 21.30527 Å^3
• Polar Surface Area: 69.11 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Melting Point: 196 - 198°C
• Hydrophobicity(logP): 2.329

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC); 95%
• Empirical Formula (Hill Notation): C10H14N2OS

DETAILS

Sigma Aldrich - N8164

Biochem/physiol Actions
NSC727447 is an inhibitor of ribonuclease H (Rnase H) of HIV-1 and HIV-2. NSC727447 has little activity against E. coli RNase H, but great selectivity over human Rnase H.