N-{4-[5-(dimethylamino)naphthalene-1-sulfonamido]butyl}adamantane-1-carboxamide

• ChemBase ID: 3659
• Molecular Formular: C27H37N3O3S
• Molecular Mass: 483.66598
• Monoisotopic Mass: 483.25556306
• SMILES: CN(C)c1cccc2c1cccc2S(=O)(=O)NCCCCNC(=O)C12CC3CC(CC(C3)C1)C2
• Canonical SMILES: O=C(C12CC3CC(C2)CC(C1)C3)NCCCCNS(=O)(=O)c1cccc2c1cccc2N(C)C
• InChI: InChI=1S/C27H37N3O3S/c1-30(2)24-9-5-8-23-22(24)7-6-10-25(23)34(32,33)29-12-4-3-11-28-26(31)27-16-19-13-20(17-27)15-21(14-19)18-27/h5-10,19-21,29H,3-4,11-18H2,1-2H3,(H,28,31)
• InChIKey: RCSLIFYNVZXHOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[5-(dimethylamino)naphthalene-1-sulfonamido]butyl}adamantane-1-carboxamide
• IUPAC Traditional name: N-{4-[5-(dimethylamino)naphthalene-1-sulfonamido]butyl}adamantane-1-carboxamide
• Synonyms: Adamantane-1-Carboxylic Acid-5-Dimethylamino-Naphthalene-1-Sulfonylamino-Butyl-Amide

Database IDs

• PubChem SID: 160967097; 46506885
• PubChem CID: 448333

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.913939
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.0479774
• LogD (pH = 7.4): 4.1008697
• Log P: 4.1027803
• Molar Refractivity: 136.6396 cm^3
• Polarizability: 54.57644 Å^3
• Polar Surface Area: 78.51 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.03
• LOG S: -5.53
• Solubility (Water): 1.43e-03 g/l

DETAILS

DrugBank - DB04032

Drug information: experimental