(2R)-1-[(2R)-3-(3-carbamimidoylphenyl)-2-(naphthalene-2-sulfonamido)propanoyl]piperidine-2-carboxylic acid

• ChemBase ID: 3851
• Molecular Formular: C26H28N4O5S
• Molecular Mass: 508.58932
• Monoisotopic Mass: 508.17804102
• SMILES: NC(=N)c1cccc(C[C@@H](NS(=O)(=O)c2ccc3ccccc3c2)C(=O)N2CCCC[C@@H]2C(=O)O)c1
• Canonical SMILES: OC(=O)[C@H]1CCCCN1C(=O)[C@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1cccc(c1)C(=N)N
• InChI: InChI=1S/C26H28N4O5S/c27-24(28)20-9-5-6-17(14-20)15-22(25(31)30-13-4-3-10-23(30)26(32)33)29-36(34,35)21-12-11-18-7-1-2-8-19(18)16-21/h1-2,5-9,11-12,14,16,22-23,29H,3-4,10,13,15H2,(H3,27,28)(H,32,33)/t22-,23-/m1/s1
• InChIKey: GNANSBQAIRJZPA-DHIUTWEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-[(2R)-3-(3-carbamimidoylphenyl)-2-(naphthalene-2-sulfonamido)propanoyl]piperidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-1-[(2R)-3-(3-carbamimidoylphenyl)-2-(naphthalene-2-sulfonamido)propanoyl]piperidine-2-carboxylic acid
• Synonyms: N-Alpha-(2-Naphthylsulfonyl)-N-(3-Amidino-L-Phenylalaninyl)-D-Pipecolinic Acid

Database IDs

• PubChem SID: 46506342; 160967288
• PubChem CID: 46936929

CALCULATED PROPERTIES

ALOGPS 2.1

• Solubility (Water): 1.37e-02 g/l
• Log P: 0.9
• LOG S: -4.57

JChem

• Acid pKa: 3.3068748
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.949448
• LogD (pH = 7.4): 0.95080745
• Log P: 0.95132065
• Molar Refractivity: 146.0203 cm^3
• Polarizability: 53.960922 Å^3
• Polar Surface Area: 153.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

DrugBank - DB04238

Drug information: experimental