5-(dimethylamino)-N-{4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl}naphthalene-1-sulfonamide; but-2-enedioic acid

• ChemBase ID: 153129
• Molecular Formular: C31H40N4O7S
• Molecular Mass: 612.7369
• Monoisotopic Mass: 612.26177064
• SMILES: CN(C)c1cccc2c1cccc2S(=O)(=O)NCCCCN1CCN(CC1)c1ccccc1OC.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.COc1ccccc1N1CCN(CC1)CCCCNS(=O)(=O)c1cccc2c1cccc2N(C)C
• InChI: InChI=1S/C27H36N4O3S.C4H4O4/c1-29(2)24-13-8-11-23-22(24)10-9-15-27(23)35(32,33)28-16-6-7-17-30-18-20-31(21-19-30)25-12-4-5-14-26(25)34-3;5-3(6)1-2-4(7)8/h4-5,8-15,28H,6-7,16-21H2,1-3H3;1-2H,(H,5,6)(H,7,8)
• InChIKey: NMWGXMJVHMDGSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(dimethylamino)-N-{4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl}naphthalene-1-sulfonamide; but-2-enedioic acid
• IUPAC Traditional name: 5-(dimethylamino)-N-{4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl}naphthalene-1-sulfonamide; butenedioic acid
• Synonyms: N-(4-[4-(2-Methoxyphenyl)-piperazin-1-yl]-butyl-5-(dimethyl-amino)-naphthalene-1-sulfonamide maleate; ST-148

Database IDs

• MDL Number: MFCD04040023
• PubChem SID: 162247269; 24278694
• PubChem CID: 71311591

CALCULATED PROPERTIES

• Acid pKa: 9.915379
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.0945208
• LogD (pH = 7.4): 3.7567525
• Log P: 4.0770087
• Molar Refractivity: 144.5323 cm^3
• Polarizability: 56.72502 Å^3
• Polar Surface Area: 65.12 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... DRD2(1813)

Product Information

• Empirical Formula (Hill Notation): C31H40N4O7S

DETAILS

Sigma Aldrich - S1441

Biochem/physiol Actions
ST-148 is a D2 dopamine receptor antagonist. Compared to haloperidol and (S)-nafodotride, ST-148 exhibits improved selectivity for hD2L receptors. ST-148 has a pKi = 7.85 at hD2L receptors.