3-{[(1r,4r)-4-({2-[(2-acetamidoethyl)disulfanyl]ethyl}carbamoyl)cyclohexyl]carbamoyl}pyrazine-2-carboxylic acid

• ChemBase ID: 2348
• Molecular Formular: C19H27N5O5S2
• Molecular Mass: 469.57818
• Monoisotopic Mass: 469.14536099
• SMILES: CC(=O)NCCSSCCNC(=O)[C@H]1CC[C@@H](CC1)NC(=O)c1nccnc1C(=O)O
• Canonical SMILES: CC(=O)NCCSSCCNC(=O)[C@@H]1CC[C@H](CC1)NC(=O)c1nccnc1C(=O)O
• InChI: InChI=1S/C19H27N5O5S2/c1-12(25)20-8-10-30-31-11-9-23-17(26)13-2-4-14(5-3-13)24-18(27)15-16(19(28)29)22-7-6-21-15/h6-7,13-14H,2-5,8-11H2,1H3,(H,20,25)(H,23,26)(H,24,27)(H,28,29)/t13-,14-
• InChIKey: OMSKFAYIWROESZ-HDJSIYSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1r,4r)-4-({2-[(2-acetamidoethyl)disulfanyl]ethyl}carbamoyl)cyclohexyl]carbamoyl}pyrazine-2-carboxylic acid
• IUPAC Traditional name: 3-{[(1r,4r)-4-({2-[(2-acetamidoethyl)disulfanyl]ethyl}carbamoyl)cyclohexyl]carbamoyl}pyrazine-2-carboxylic acid
• Synonyms: Sp7343-Sp7964

Database IDs

• PubChem SID: 160965799; 46506574
• PubChem CID: 447450

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.742093
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.586627
• LogD (pH = 7.4): -4.11635
• Log P: -0.8282085
• Molar Refractivity: 118.9415 cm^3
• Polarizability: 45.66965 Å^3
• Polar Surface Area: 150.38 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.88
• LOG S: -4.02
• Solubility (Water): 4.50e-02 g/l

DETAILS

DrugBank - DB02620

Drug information: experimental