(2S)-2-[(2S)-2-({[(3S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-1,2,3,4-tetrahydroisoquinolin-3-yl]methyl}amino)-3-phenylpropanamido]-3-phenylpropanoic acid

• ChemBase ID: 153197
• Molecular Formular: C37H40N4O5
• Molecular Mass: 620.7373
• Monoisotopic Mass: 620.2998704
• SMILES: c1ccc(cc1)C[C@@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)O)NC[C@@H]1Cc2ccccc2CN1C(=O)[C@H](Cc1ccc(cc1)O)N
• Canonical SMILES: Oc1ccc(cc1)C[C@@H](C(=O)N1Cc2ccccc2C[C@H]1CN[C@H](C(=O)N[C@H](C(=O)O)Cc1ccccc1)Cc1ccccc1)N
• InChI: InChI=1S/C37H40N4O5/c38-32(19-27-15-17-31(42)18-16-27)36(44)41-24-29-14-8-7-13-28(29)22-30(41)23-39-33(20-25-9-3-1-4-10-25)35(43)40-34(37(45)46)21-26-11-5-2-6-12-26/h1-18,30,32-34,39,42H,19-24,38H2,(H,40,43)(H,45,46)/t30-,32-,33-,34-/m0/s1
• InChIKey: RPKMHCAOERKVEC-DYTOPAQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-({[(3S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-1,2,3,4-tetrahydroisoquinolin-3-yl]methyl}amino)-3-phenylpropanamido]-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-({[(3S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]-3,4-dihydro-1H-isoquinolin-3-yl]methyl}amino)-3-phenylpropanamido]-3-phenylpropanoic acid
• Synonyms: H-Tyr-Tic(CH2NH)-Phe-Phe-OH; TIPP-Ψ

Database IDs

• CAS Number: 159992-07-1
• MDL Number: MFCD05662322
• PubChem SID: 162247336
• PubChem CID: 5311481

CALCULATED PROPERTIES

• Acid pKa: 3.5855355
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.07524637
• LogD (pH = 7.4): 1.7654693
• Log P: 2.018048
• Molar Refractivity: 176.1435 cm^3
• Polarizability: 68.90318 Å^3
• Polar Surface Area: 144.99 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white 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

Product Information

• Purity: ≥98% (HPLC)
• Mol. Weight: mol wt (mass spec confirms mol. wt.)
• Empirical Formula (Hill Notation): C37H40N4O5

DETAILS

Sigma Aldrich - T7075

Biochem/physiol Actions
Selective δ-opioid receptor antagonist.