(2S)-1-[(2R)-2-(methylamino)-3-phenylpropanoyl]-N-{[(1s,4s)-4-aminocyclohexyl]methyl}pyrrolidine-2-carboxamide

• ChemBase ID: 5814
• Molecular Formular: C22H34N4O2
• Molecular Mass: 386.53096
• Monoisotopic Mass: 386.26817635
• SMILES: N[C@@H]1CC[C@@H](CC1)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](NC)Cc1ccccc1
• Canonical SMILES: CN[C@@H](C(=O)N1CCC[C@H]1C(=O)NC[C@@H]1CC[C@@H](CC1)N)Cc1ccccc1
• InChI: InChI=1S/C22H34N4O2/c1-24-19(14-16-6-3-2-4-7-16)22(28)26-13-5-8-20(26)21(27)25-15-17-9-11-18(23)12-10-17/h2-4,6-7,17-20,24H,5,8-15,23H2,1H3,(H,25,27)/t17-,18+,19-,20+/m1/s1
• InChIKey: MDSVGJAUFNXYRR-WCIQWLHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-(methylamino)-3-phenylpropanoyl]-N-{[(1s,4s)-4-aminocyclohexyl]methyl}pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-(methylamino)-3-phenylpropanoyl]-N-{[(1s,4s)-4-aminocyclohexyl]methyl}pyrrolidine-2-carboxamide
• Synonyms: METHYL-PHE-PRO-AMINO-CYCLOHEXYLGLYCINE

Database IDs

• PubChem SID: 160969241; 99444658
• PubChem CID: 448763

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.7030525
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.4630694
• LogD (pH = 7.4): -2.4735644
• Log P: 1.2837584
• Molar Refractivity: 110.6683 cm^3
• Polarizability: 43.805897 Å^3
• Polar Surface Area: 87.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -4.1
• Solubility (Water): 3.07e-02 g/l

DETAILS

DrugBank - DB08187

Drug information: experimental