(1E)-2-(5-chlorothiophen-2-yl)-N-[(3S)-1-[(2S)-1-(morpholin-4-yl)-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl]prop-1-ene-1-sulfonamide

• ChemBase ID: 4863
• Molecular Formular: C18H24ClN3O5S2
• Molecular Mass: 461.98326
• Monoisotopic Mass: 461.08459056
• SMILES: Clc1ccc(/C(=C/S(=O)(=O)N[C@H]2CCN(C2=O)[C@@H](C)C(=O)N2CCOCC2)/C)s1
• Canonical SMILES: O=C1[C@H](CCN1[C@H](C(=O)N1CCOCC1)C)NS(=O)(=O)/C=C(/c1ccc(s1)Cl)\C
• InChI: InChI=1S/C18H24ClN3O5S2/c1-12(15-3-4-16(19)28-15)11-29(25,26)20-14-5-6-22(18(14)24)13(2)17(23)21-7-9-27-10-8-21/h3-4,11,13-14,20H,5-10H2,1-2H3/b12-11+/t13-,14-/m0/s1
• InChIKey: YMJHMJLNQLVUAV-GHYUOPHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E)-2-(5-chlorothiophen-2-yl)-N-[(3S)-1-[(2S)-1-(morpholin-4-yl)-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl]prop-1-ene-1-sulfonamide
• IUPAC Traditional name: (1E)-2-(5-chlorothiophen-2-yl)-N-[(3S)-1-[(2S)-1-(morpholin-4-yl)-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl]prop-1-ene-1-sulfonamide
• Synonyms: (2R)-2-(5-CHLORO-2-THIENYL)-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-OXOETHYL]-2-OXOPYRROLIDIN-3-YL}PROPENE-1-SULFONAMIDE

Database IDs

• PubChem SID: 99443682; 160968295
• PubChem CID: 10095865

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.047854
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.69356155
• LogD (pH = 7.4): 0.6851209
• Log P: 0.6936706
• Molar Refractivity: 109.6362 cm^3
• Polarizability: 43.68687 Å^3
• Polar Surface Area: 96.02 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.87
• LOG S: -3.76
• Solubility (Water): 8.04e-02 g/l

DETAILS

DrugBank - DB07211

Drug information: experimental