N-[3-({[(3,4,5-trimethoxyphenyl)formamido]methanethioyl}amino)phenyl]benzamide

• ChemBase ID: 153284
• Molecular Formular: C24H23N3O5S
• Molecular Mass: 465.52152
• Monoisotopic Mass: 465.13584185
• SMILES: COc1cc(cc(c1OC)OC)C(=O)NC(=S)Nc1cccc(c1)NC(=O)c1ccccc1
• Canonical SMILES: COc1cc(cc(c1OC)OC)C(=O)NC(=S)Nc1cccc(c1)NC(=O)c1ccccc1
• InChI: InChI=1S/C24H23N3O5S/c1-30-19-12-16(13-20(31-2)21(19)32-3)23(29)27-24(33)26-18-11-7-10-17(14-18)25-22(28)15-8-5-4-6-9-15/h4-14H,1-3H3,(H,25,28)(H2,26,27,29,33)
• InChIKey: KVQVEZQDNHMQJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-({[(3,4,5-trimethoxyphenyl)formamido]methanethioyl}amino)phenyl]benzamide
• IUPAC Traditional name: N-[3-({[(3,4,5-trimethoxyphenyl)formamido]methanethioyl}amino)phenyl]benzamide
• Synonyms: N-[[[3-[(Benzoyl)amino]phenyl]amino](thioxo)methyl]-3,4,5-trimethoxybenzamide; MRT-10

Database IDs

• CAS Number: 330829-30-6
• MDL Number: MFCD02734587
• PubChem SID: 162247423
• PubChem CID: 1139102

CALCULATED PROPERTIES

• Acid pKa: 5.4498224
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.925674
• LogD (pH = 7.4): 3.0096867
• Log P: 4.228934
• Molar Refractivity: 132.7481 cm^3
• Polarizability: 49.33414 Å^3
• Polar Surface Area: 97.92 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥15 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Condition: desiccated
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H23N3O5S

DETAILS

Sigma Aldrich - SML0145

Biochem/physiol Actions
MRT-10 is a novel, high-affinity antagonist of smoothened (Smo). MRT-10 displaces labeled cyclopamine from Smo with an IC50 of 500 nM, and inhibits shh-induced Gli-reporter activity in Shh-light2 cells (IC50 = 0.64 μM).