(2S)-1-[(2R)-2-amino-4-methylpentanoyl]-N-[(4-carbamimidoylphenyl)methyl]pyrrolidine-2-carboxamide

• ChemBase ID: 4649
• Molecular Formular: C19H29N5O2
• Molecular Mass: 359.46586
• Monoisotopic Mass: 359.23212519
• SMILES: N1([C@H](C(=O)NCc2ccc(C(=N)N)cc2)CCC1)C(=O)[C@H](N)CC(C)C
• Canonical SMILES: CC(C[C@H](C(=O)N1CCC[C@H]1C(=O)NCc1ccc(cc1)C(=N)N)N)C
• InChI: InChI=1S/C19H29N5O2/c1-12(2)10-15(20)19(26)24-9-3-4-16(24)18(25)23-11-13-5-7-14(8-6-13)17(21)22/h5-8,12,15-16H,3-4,9-11,20H2,1-2H3,(H3,21,22)(H,23,25)/t15-,16+/m1/s1
• InChIKey: XFNMDMGNNKIXBT-CVEARBPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2R)-2-amino-4-methylpentanoyl]-N-[(4-carbamimidoylphenyl)methyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2R)-2-amino-4-methylpentanoyl]-N-[(4-carbamimidoylphenyl)methyl]pyrrolidine-2-carboxamide
• Synonyms: D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide

Database IDs

• PubChem SID: 160968081; 99443467
• PubChem CID: 25220914

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.357983
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.4245353
• LogD (pH = 7.4): -2.7304454
• Log P: 0.47322047
• Molar Refractivity: 112.1614 cm^3
• Polarizability: 39.332672 Å^3
• Polar Surface Area: 125.3 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.63
• LOG S: -3.45
• Solubility (Water): 1.28e-01 g/l

DETAILS

DrugBank - DB06996

Drug information: experimental