N-{4-[2-(2-{[(tert-butoxy)carbonyl]amino}ethyl)-3-ethoxy-2-(ethoxycarbonyl)-3-oxopropyl]phenyl}sulfamic acid

• ChemBase ID: 4721
• Molecular Formular: C21H32N2O9S
• Molecular Mass: 488.55178
• Monoisotopic Mass: 488.18285161
• SMILES: N(c1ccc(CC(C(=O)OCC)(CCNC(=O)OC(C)(C)C)C(=O)OCC)cc1)S(=O)(=O)O
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)(Cc1ccc(cc1)NS(=O)(=O)O)CCNC(=O)OC(C)(C)C
• InChI: InChI=1S/C21H32N2O9S/c1-6-30-17(24)21(18(25)31-7-2,12-13-22-19(26)32-20(3,4)5)14-15-8-10-16(11-9-15)23-33(27,28)29/h8-11,23H,6-7,12-14H2,1-5H3,(H,22,26)(H,27,28,29)
• InChIKey: VHLMZWXTBDMYOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[2-(2-{[(tert-butoxy)carbonyl]amino}ethyl)-3-ethoxy-2-(ethoxycarbonyl)-3-oxopropyl]phenyl}sulfamic acid
• IUPAC Traditional name: N-[4-(2-{2-[(tert-butoxycarbonyl)amino]ethyl}-3-ethoxy-2-(ethoxycarbonyl)-3-oxopropyl)phenyl]sulfamic acid
• Synonyms: (4-{4-[(TERT-BUTOXYCARBONYL)AMINO]-2,2-BIS(ETHOXYCARBONYL)BUTYL}PHENYL)SULFAMIC ACID

Database IDs

• PubChem SID: 99443539; 160968153
• PubChem CID: 6914660

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.3867462
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.1396591
• LogD (pH = 7.4): -0.1396723
• Log P: 2.2367263
• Molar Refractivity: 118.7774 cm^3
• Polarizability: 47.49266 Å^3
• Polar Surface Area: 157.33 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.33
• LOG S: -4.05
• Solubility (Water): 4.31e-02 g/l

DETAILS

DrugBank - DB07068

Drug information: experimental