(2S)-2-[(2S)-2-aminopropanamido]-5-carbamimidamido-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pentanamide

• ChemBase ID: 106292
• Molecular Formular: C19H23F3N6O4
• Molecular Mass: 456.4189296
• Monoisotopic Mass: 456.17328791
• SMILES: C[C@H](N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)NC(=O)[C@@H](N)C
• InChI: InChI=1S/C19H23F3N6O4/c1-9(23)16(30)28-13(3-2-6-26-18(24)25)17(31)27-10-4-5-11-12(19(20,21)22)8-15(29)32-14(11)7-10/h4-5,7-9,13H,2-3,6,23H2,1H3,(H,27,31)(H,28,30)(H4,24,25,26)/t9-,13-/m0/s1
• InChIKey: RRISCKHDXUUFQX-ZANVPECISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-aminopropanamido]-5-carbamimidamido-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pentanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-aminopropanamido]-5-carbamimidamido-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]pentanamide
• Synonyms: Ala-Arg-AFC; AR-AFC; Ala-Arg-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105936
• PubChem CID: 25108513

CALCULATED PROPERTIES

• Acid pKa: 11.4358
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -4.966528
• LogD (pH = 7.4): -3.268507
• Log P: -0.58220196
• Molar Refractivity: 120.202896 cm^3
• Polarizability: 40.515278 Å^3
• Polar Surface Area: 172.42 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false