3-[(2S)-3-(4-acetylpiperazin-1-yl)-2-(naphthalene-2-sulfonamido)-3-oxopropyl]benzene-1-carboximidamide

• ChemBase ID: 3746
• Molecular Formular: C26H29N5O4S
• Molecular Mass: 507.60456
• Monoisotopic Mass: 507.19402543
• SMILES: CC(=O)N1CCN(CC1)C(=O)[C@H](Cc1cccc(c1)C(=N)N)NS(=O)(=O)c1ccc2ccccc2c1
• Canonical SMILES: O=C([C@@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1cccc(c1)C(=N)N)N1CCN(CC1)C(=O)C
• InChI: InChI=1S/C26H29N5O4S/c1-18(32)30-11-13-31(14-12-30)26(33)24(16-19-5-4-8-22(15-19)25(27)28)29-36(34,35)23-10-9-20-6-2-3-7-21(20)17-23/h2-10,15,17,24,29H,11-14,16H2,1H3,(H3,27,28)/t24-/m0/s1
• InChIKey: ZUWBXGHMVKDMQO-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-3-(4-acetylpiperazin-1-yl)-2-(naphthalene-2-sulfonamido)-3-oxopropyl]benzene-1-carboximidamide
• IUPAC Traditional name: 3-[(2S)-3-(4-acetylpiperazin-1-yl)-2-(naphthalene-2-sulfonamido)-3-oxopropyl]benzenecarboximidamide
• Synonyms: N-Alpha-(2-Naphthylsulfonyl)-N(3-Amidino-L-Phenylalaninyl)-4-Acetyl-Piperazine

Database IDs

• PubChem SID: 160967184; 46504514
• PubChem CID: 178051

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.019778
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.2831411
• LogD (pH = 7.4): -1.1542091
• Log P: 0.75450367
• Molar Refractivity: 148.3697 cm^3
• Polarizability: 54.652355 Å^3
• Polar Surface Area: 136.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.44
• LOG S: -4.24
• Solubility (Water): 2.95e-02 g/l

DETAILS

DrugBank - DB04125

Drug information: experimental