3-[(1R,2R)-2-(3-acetyl-2-hydroxy-6-methoxyphenyl)cyclopropyl]-1-(5-cyanopyridin-2-yl)thiourea

• ChemBase ID: 5838
• Molecular Formular: C19H18N4O3S
• Molecular Mass: 382.43622
• Monoisotopic Mass: 382.10996146
• SMILES: c1(cnc(cc1)NC(=S)N[C@@H]1C[C@@H]1c1c(ccc(c1O)C(=O)C)OC)C#N
• Canonical SMILES: COc1ccc(c(c1[C@H]1C[C@H]1NC(=S)Nc1ccc(cn1)C#N)O)C(=O)C
• InChI: InChI=1S/C19H18N4O3S/c1-10(24)12-4-5-15(26-2)17(18(12)25)13-7-14(13)22-19(27)23-16-6-3-11(8-20)9-21-16/h3-6,9,13-14,25H,7H2,1-2H3,(H2,21,22,23,27)/t13-,14+/m0/s1
• InChIKey: FSRLCMRWYUJTNT-UONOGXRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R,2R)-2-(3-acetyl-2-hydroxy-6-methoxyphenyl)cyclopropyl]-1-(5-cyanopyridin-2-yl)thiourea
• IUPAC Traditional name: 3-[(1R,2R)-2-(3-acetyl-2-hydroxy-6-methoxyphenyl)cyclopropyl]-1-(5-cyanopyridin-2-yl)thiourea
• Synonyms: 1-[2-(3-ACETYL-2-HYDROXY-6-METHOXY-PHENYL)-CYCLOPROPYL]-3-(5-CYANO-PYRIDIN-2-YL)-THIOUREA

Database IDs

• PubChem SID: 160969265; 99444683
• PubChem CID: 3000663

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.8136635
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.9345658
• LogD (pH = 7.4): 2.9329343
• Log P: 2.9345899
• Molar Refractivity: 106.9882 cm^3
• Polarizability: 40.065563 Å^3
• Polar Surface Area: 107.27 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.07
• LOG S: -4.46
• Solubility (Water): 1.32e-02 g/l

DETAILS

DrugBank - DB08212

Drug information: experimental