N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboxamide dihydrochloride

• ChemBase ID: 153992
• Molecular Formular: C17H13Cl3N4O
• Molecular Mass: 395.67032
• Monoisotopic Mass: 394.0154941
• SMILES: c1cc(cnc1)C(=O)Nc1cc(cc2c1[nH]c1c2ccnc1)Cl.Cl.Cl
• Canonical SMILES: Clc1cc(NC(=O)c2cccnc2)c2c(c1)c1ccncc1[nH]2.Cl.Cl
• InChI: InChI=1S/C17H11ClN4O.2ClH/c18-11-6-13-12-3-5-20-9-15(12)21-16(13)14(7-11)22-17(23)10-2-1-4-19-8-10;;/h1-9,21H,(H,22,23);2*1H
• InChIKey: QTDCBADLGJZBHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboxamide dihydrochloride
• IUPAC Traditional name: N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboxamide dihydrochloride
• Synonyms: N-(6-Chloro-9H-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide dihydrochloride; PS-1145 dihydrochloride

Database IDs

• CAS Number: 431898-65-6(freebase)
• MDL Number: MFCD08705411
• PubChem SID: 24724584; 162248131
• PubChem CID: 16219884

CALCULATED PROPERTIES

• Acid pKa: 10.875089
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.0393074
• LogD (pH = 7.4): 2.3449235
• Log P: 2.3514702
• Molar Refractivity: 89.4967 cm^3
• Polarizability: 35.734486 Å^3
• Polar Surface Area: 70.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >3 mg/mL at ~60 °C, clear (with warming for 2 minutes); methanol: water (1:1): ≥5 mg/mL at 60 °C (With warming for 5 minutes.)
• Apperance: yellow solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H11ClN4O · 2HCl

DETAILS

Sigma Aldrich - P6624

Biochem/physiol Actions
PS-1145 is an IKB kinase (IKK) inhibitor.