(2R)-2-[(2R)-2-{[(2S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 191882
• Molecular Formular: C22H32N6O7
• Molecular Mass: 492.52548
• Monoisotopic Mass: 492.23324739
• SMILES: N1(C(=O)OCc2ccccc2)[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)CCCNC(=N)N)CO)CCC1
• Canonical SMILES: OC[C@H](C(=O)N[C@@H](C(=O)O)CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
• InChI: InChI=1S/C22H32N6O7/c23-21(24)25-10-4-8-15(20(32)33)26-18(30)16(12-29)27-19(31)17-9-5-11-28(17)22(34)35-13-14-6-2-1-3-7-14/h1-3,6-7,15-17,29H,4-5,8-13H2,(H,26,30)(H,27,31)(H,32,33)(H4,23,24,25)/t15-,16-,17+/m1/s1
• InChIKey: HBYCUGANPZHXCK-ZACQAIPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2R)-2-{[(2S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2R)-2-[(2R)-2-{[(2S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]formamido}-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid

Database IDs

• PubChem SID: 164247792
• PubChem CID: 16397750

CALCULATED PROPERTIES

• Acid pKa: 3.356828
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -2.8211322
• LogD (pH = 7.4): -2.8186035
• Log P: -2.818644
• Molar Refractivity: 133.4307 cm^3
• Polarizability: 47.710884 Å^3
• Polar Surface Area: 207.17 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds