5-(4,4-dimethyl-2-sulfanylidene-2,4-dihydro-1H-3,1-benzoxazin-6-yl)-1-methyl-1H-pyrrole-2-carbonitrile

• ChemBase ID: 4333
• Molecular Formular: C16H15N3OS
• Molecular Mass: 297.3748
• Monoisotopic Mass: 297.09358312
• SMILES: CC1(c2cc(ccc2NC(=S)O1)c1ccc(n1C)C#N)C
• Canonical SMILES: N#Cc1ccc(n1C)c1ccc2c(c1)C(C)(C)OC(=S)N2
• InChI: InChI=1S/C16H15N3OS/c1-16(2)12-8-10(4-6-13(12)18-15(21)20-16)14-7-5-11(9-17)19(14)3/h4-8H,1-3H3,(H,18,21)
• InChIKey: PYVFWTPEBMRKSR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(4,4-dimethyl-2-sulfanylidene-2,4-dihydro-1H-3,1-benzoxazin-6-yl)-1-methyl-1H-pyrrole-2-carbonitrile
• IUPAC Traditional name: @tanaproget
• Synonyms: Tanaproget

Database IDs

• PubChem SID: 160967765; 46509047
• PubChem CID: 4369524

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.790696
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.8153777
• LogD (pH = 7.4): 3.815212
• Log P: 3.8153799
• Molar Refractivity: 88.4154 cm^3
• Polarizability: 34.508812 Å^3
• Polar Surface Area: 49.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.72
• LOG S: -3.98
• Solubility (Water): 3.11e-02 g/l

DETAILS

DrugBank - DB04787

Drug information: experimental