(2S)-2-amino-N-[(1S,2S,4R)-7,7-dimethyl-1-({[4-(2-methylphenyl)piperazin-1-yl]sulfonyl}methyl)bicyclo[2.2.1]heptan-2-yl]-4-methanesulfonylbutanamide hydrochloride

• ChemBase ID: 153782
• Molecular Formular: C26H43ClN4O5S2
• Molecular Mass: 591.22642
• Monoisotopic Mass: 590.23634018
• SMILES: Cc1ccccc1N1CCN(CC1)S(=O)(=O)C[C@@]12CC[C@@H](C1(C)C)C[C@@H]2NC(=O)[C@H](CCS(=O)(=O)C)N.Cl
• Canonical SMILES: O=C([C@H](CCS(=O)(=O)C)N)N[C@H]1C[C@@H]2C([C@]1(CC2)CS(=O)(=O)N1CCN(CC1)c1ccccc1C)(C)C.Cl
• InChI: InChI=1S/C26H42N4O5S2.ClH/c1-19-7-5-6-8-22(19)29-12-14-30(15-13-29)37(34,35)18-26-11-9-20(25(26,2)3)17-23(26)28-24(31)21(27)10-16-36(4,32)33;/h5-8,20-21,23H,9-18,27H2,1-4H3,(H,28,31);1H/t20-,21+,23+,26-;/m1./s1
• InChIKey: GIUFQWFJHXXXEQ-SWJTYIIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-[(1S,2S,4R)-7,7-dimethyl-1-({[4-(2-methylphenyl)piperazin-1-yl]sulfonyl}methyl)bicyclo[2.2.1]heptan-2-yl]-4-methanesulfonylbutanamide hydrochloride
• IUPAC Traditional name: (2S)-2-amino-N-[(1S,2S,4R)-7,7-dimethyl-1-{[4-(2-methylphenyl)piperazin-1-ylsulfonyl]methyl}bicyclo[2.2.1]heptan-2-yl]-4-methanesulfonylbutanamide hydrochloride
• Synonyms: 1-((7,7-Dimethyl-2(S)-(2(S)-amino-4-(methylsulfonyl)butyramido)bicyclo[2,2,1]heptan-1(S)-yl)methylsulfonyl)-4-(2-methylphenyl)piperazine hydrochloride; L-368,899

Database IDs

• MDL Number: MFCD09753328
• PubChem SID: 24278804; 162247921
• PubChem CID: 56972193

CALCULATED PROPERTIES

• Acid pKa: 14.921848
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.7755988
• LogD (pH = 7.4): -0.1306271
• Log P: 0.28266034
• Molar Refractivity: 145.9543 cm^3
• Polarizability: 58.2996 Å^3
• Polar Surface Area: 129.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble20 mg/mL
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... OXTR(5021)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H42O5N4S2 · HCl

DETAILS

Sigma Aldrich - L2540

Biochem/physiol Actions
L-368,899 is a non-peptide oxytocin receptor (OTR) antagonist.