(2S,6S)-6-chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2S)-piperidin-2-yl]ethyl}amino)-1,2,5,6-tetrahydropyrazin-2-ol

• ChemBase ID: 5165
• Molecular Formular: C22H31Cl2N5OS
• Molecular Mass: 484.48544
• Monoisotopic Mass: 483.162637
• SMILES: O[C@@H]1N(CCNCc2c3c(ccc(Cl)c3)sc2)[C@@H](Cl)CN=C1NCC[C@@H]1CCCCN1
• Canonical SMILES: Clc1ccc2c(c1)c(CNCCN1[C@@H](Cl)CN=C([C@@H]1O)NCC[C@@H]1CCCCN1)cs2
• InChI: InChI=1S/C22H31Cl2N5OS/c23-16-4-5-19-18(11-16)15(14-31-19)12-25-9-10-29-20(24)13-28-21(22(29)30)27-8-6-17-3-1-2-7-26-17/h4-5,11,14,17,20,22,25-26,30H,1-3,6-10,12-13H2,(H,27,28)/t17-,20+,22-/m0/s1
• InChIKey: YHTGPUXGIBWHPN-WEYGHZABSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,6S)-6-chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2S)-piperidin-2-yl]ethyl}amino)-1,2,5,6-tetrahydropyrazin-2-ol
• IUPAC Traditional name: (2S,6S)-6-chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2S)-piperidin-2-yl]ethyl}amino)-5,6-dihydro-2H-pyrazin-2-ol
• Synonyms: 6-CHLORO-1-(2-{[(5-CHLORO-1-BENZOTHIEN-3-YL)METHYL]AMINO}ETHYL)-3-[(2-PYRIDIN-2-YLETHYL)AMINO]-1,4-DIHYDROPYRAZIN-2-OL

Database IDs

• PubChem SID: 99443992; 160968595
• PubChem CID: 46937078

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.210713
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.5103958
• LogD (pH = 7.4): -0.6381765
• Log P: 3.0982337
• Molar Refractivity: 128.4262 cm^3
• Polarizability: 51.56824 Å^3
• Polar Surface Area: 71.92 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.76
• LOG S: -5.1
• Solubility (Water): 3.88e-03 g/l

DETAILS

DrugBank - DB07521

Drug information: experimental