3-[(2R)-3-[4-(3-aminopropanoyl)piperazin-1-yl]-3-oxo-2-[2,4,6-tris(propan-2-yl)benzenesulfonamido]propyl]benzene-1-carboximidamide

• ChemBase ID: 3789
• Molecular Formular: C32H48N6O4S
• Molecular Mass: 612.82632
• Monoisotopic Mass: 612.34577505
• SMILES: CC(C)c1cc(C(C)C)c(c(c1)C(C)C)S(=O)(=O)N[C@H](Cc1cccc(c1)C(=N)N)C(=O)N1CCN(CC1)C(=O)CCN
• Canonical SMILES: NCCC(=O)N1CCN(CC1)C(=O)[C@H](NS(=O)(=O)c1c(cc(cc1C(C)C)C(C)C)C(C)C)Cc1cccc(c1)C(=N)N
• InChI: InChI=1S/C32H48N6O4S/c1-20(2)25-18-26(21(3)4)30(27(19-25)22(5)6)43(41,42)36-28(17-23-8-7-9-24(16-23)31(34)35)32(40)38-14-12-37(13-15-38)29(39)10-11-33/h7-9,16,18-22,28,36H,10-15,17,33H2,1-6H3,(H3,34,35)/t28-/m1/s1
• InChIKey: WATXEHGLYJKXOF-MUUNZHRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-3-[4-(3-aminopropanoyl)piperazin-1-yl]-3-oxo-2-[2,4,6-tris(propan-2-yl)benzenesulfonamido]propyl]benzene-1-carboximidamide
• IUPAC Traditional name: 3-[(2R)-3-[4-(3-aminopropanoyl)piperazin-1-yl]-3-oxo-2-(2,4,6-triisopropylbenzenesulfonamido)propyl]benzenecarboximidamide
• Synonyms: [2,4,6-Triisopropyl-Phenylsulfonyl-L-[3-Amidino-Phenylalanine]]-Piperazine-N'-Beta-Alanine

Database IDs

• PubChem SID: 160967226; 46507576
• PubChem CID: 46936909

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.563456
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.1600728
• LogD (pH = 7.4): -0.8920658
• Log P: 2.771728
• Molar Refractivity: 182.551 cm^3
• Polarizability: 66.86294 Å^3
• Polar Surface Area: 162.68 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.15
• LOG S: -4.85
• Solubility (Water): 8.71e-03 g/l

DETAILS

DrugBank - DB04172

Drug information: experimental