N-(oxan-4-yl)-4-{4-[3-(pyridin-2-yl)-1H-pyrazol-4-yl]pyridin-2-yl}benzamide hydrate

• ChemBase ID: 155057
• Molecular Formular: C25H25N5O3
• Molecular Mass: 443.4977
• Monoisotopic Mass: 443.19573969
• SMILES: c1ccnc(c1)c1c(c[nH]n1)c1ccnc(c1)c1ccc(cc1)C(=O)NC1CCOCC1.O
• Canonical SMILES: O=C(c1ccc(cc1)c1nccc(c1)c1c[nH]nc1c1ccccn1)NC1CCOCC1.O
• InChI: InChI=1S/C25H23N5O2.H2O/c31-25(29-20-9-13-32-14-10-20)18-6-4-17(5-7-18)23-15-19(8-12-27-23)21-16-28-30-24(21)22-3-1-2-11-26-22;/h1-8,11-12,15-16,20H,9-10,13-14H2,(H,28,30)(H,29,31);1H2
• InChIKey: VZRJMBZMFKADGR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(oxan-4-yl)-4-{4-[3-(pyridin-2-yl)-1H-pyrazol-4-yl]pyridin-2-yl}benzamide hydrate
• IUPAC Traditional name: N-(oxan-4-yl)-4-{4-[3-(pyridin-2-yl)-1H-pyrazol-4-yl]pyridin-2-yl}benzamide hydrate
• Synonyms: 4-{4-[3-(Pyridin-2-yl)-1H-pyrazol-4-yl]-pyridin-2-yl}-N-(tetrahydro-2H-pyran-4-yl)benzamide hydrate; GW788388 Hydrate

Database IDs

• MDL Number: MFCD20527321
• PubChem SID: 162249195
• PubChem CID: 71312067

CALCULATED PROPERTIES

• Acid pKa: 14.26146
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.973076
• LogD (pH = 7.4): 2.976767
• Log P: 2.9768145
• Molar Refractivity: 122.1748 cm^3
• Polarizability: 50.28135 Å^3
• Polar Surface Area: 92.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥8 mg/mL
• Apperance: white to tan powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H400
• GHS Precautionary statements: P273-P301 + P310
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C25H23N5O2 · xH2O

DETAILS

Sigma Aldrich - SML0116

Biochem/physiol Actions
GW788388 is a potent selective inhibitor of TGF-beta type I receptor [activin receptor-like kinase 5 (ALK5)]. GW788388 is orally available with a half-life of approximately 4 hours.