(2R)-5-carbamimidamido-2-(2,2-diphenylacetamido)-N-[(4-hydroxyphenyl)methyl]pentanamide

• ChemBase ID: 133545
• Molecular Formular: C27H31N5O3
• Molecular Mass: 473.56674
• Monoisotopic Mass: 473.24268988
• SMILES: c1ccc(cc1)C(c1ccccc1)C(=O)N[C@H](CCCNC(=N)N)C(=O)NCc1ccc(cc1)O
• Canonical SMILES: NC(=N)NCCC[C@H](C(=O)NCc1ccc(cc1)O)NC(=O)C(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C27H31N5O3/c28-27(29)30-17-7-12-23(25(34)31-18-19-13-15-22(33)16-14-19)32-26(35)24(20-8-3-1-4-9-20)21-10-5-2-6-11-21/h1-6,8-11,13-16,23-24,33H,7,12,17-18H2,(H,31,34)(H,32,35)(H4,28,29,30)/t23-/m1/s1
• InChIKey: KUWBXRGRMQZCSS-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-5-carbamimidamido-2-(2,2-diphenylacetamido)-N-[(4-hydroxyphenyl)methyl]pentanamide
• IUPAC Traditional name: (2R)-5-carbamimidamido-2-(2,2-diphenylacetamido)-N-[(4-hydroxyphenyl)methyl]pentanamide
• Synonyms: N2-(Diphenylacetyl)-N-[(4-hydroxyphenyl)methyl]-D-arginine amide; BIBP 3226

Database IDs

• CAS Number: 159013-54-4
• MDL Number: MFCD00938562
• PubChem SID: 162227822; 24891607
• PubChem CID: 5311023

CALCULATED PROPERTIES

• Acid pKa: 9.482082
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): 0.26840174
• LogD (pH = 7.4): 0.55279094
• Log P: 2.2664597
• Molar Refractivity: 146.0707 cm^3
• Polarizability: 52.10244 Å^3
• Polar Surface Area: 140.33 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - B174

Biochem/physiol Actions
Selective non-peptide neuropeptide Y1 (NPY1) receptor antagonist.