methyl 1-[(2S)-3-(3-carbamimidoylphenyl)-2-(naphthalene-2-sulfonamido)propanoyl]piperidine-4-carboxylate

• ChemBase ID: 1519
• Molecular Formular: C27H30N4O5S
• Molecular Mass: 522.6159
• Monoisotopic Mass: 522.19369108
• SMILES: COC(=O)C1CCN(CC1)C(=O)[C@H](Cc1cccc(c1)C(=N)N)NS(=O)(=O)c1ccc2ccccc2c1
• Canonical SMILES: COC(=O)C1CCN(CC1)C(=O)[C@@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1cccc(c1)C(=N)N
• InChI: InChI=1S/C27H30N4O5S/c1-36-27(33)20-11-13-31(14-12-20)26(32)24(16-18-5-4-8-22(15-18)25(28)29)30-37(34,35)23-10-9-19-6-2-3-7-21(19)17-23/h2-10,15,17,20,24,30H,11-14,16H2,1H3,(H3,28,29)/t24-/m0/s1
• InChIKey: JJLGQWCKMHPBEB-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-[(2S)-3-(3-carbamimidoylphenyl)-2-(naphthalene-2-sulfonamido)propanoyl]piperidine-4-carboxylate
• IUPAC Traditional name: methyl 1-[(2S)-3-(3-carbamimidoylphenyl)-2-(naphthalene-2-sulfonamido)propanoyl]piperidine-4-carboxylate
• Synonyms: N-Alpha-(2-Naphthylsulfonyl)-N(3-Amidino-L-Phenylalaninyl)Isopipecolinic Acid Methyl Ester

Database IDs

• PubChem SID: 46505587; 160964976
• PubChem CID: 446605

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.019778
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.13815005
• LogD (pH = 7.4): -0.009218372
• Log P: 1.8994951
• Molar Refractivity: 151.1994 cm^3
• Polarizability: 56.0522 Å^3
• Polar Surface Area: 142.65 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.25
• LOG S: -4.73
• Solubility (Water): 9.70e-03 g/l

DETAILS

DrugBank - DB01745

Drug information: experimental