(2S)-2-{[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 186404
• Molecular Formular: C16H29N5O5
• Molecular Mass: 371.43196
• Monoisotopic Mass: 371.21686905
• SMILES: C(=O)(N1[C@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)CCC1)OC(C)(C)C
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C16H29N5O5/c1-16(2,3)26-15(25)21-9-5-7-11(21)12(22)20-10(13(23)24)6-4-8-19-14(17)18/h10-11H,4-9H2,1-3H3,(H,20,22)(H,23,24)(H4,17,18,19)/t10-,11-/m0/s1
• InChIKey: VVZFVPMPVCQRCY-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

Database IDs

• PubChem SID: 164242314
• PubChem CID: 11873315

CALCULATED PROPERTIES

• Acid pKa: 3.2783887
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.9077914
• LogD (pH = 7.4): -1.9056712
• Log P: -1.9056809
• Molar Refractivity: 103.7826 cm^3
• Polarizability: 36.254314 Å^3
• Polar Surface Area: 157.84 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds