(2R)-2-[(2R)-2-[(2S)-2-[(azepane-1-carbonyl)amino]-4-methylpentanamido]-3-(1-methyl-1H-indol-3-yl)propanamido]-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 155137
• Molecular Formular: C34H45N5O6
• Molecular Mass: 619.751
• Monoisotopic Mass: 619.33698419
• SMILES: CC(C)C[C@@H](C(=O)N[C@H](Cc1cn(c2c1cccc2)C)C(=O)N[C@H](Cc1ccc(cc1)O)C(=O)O)NC(=O)N1CCCCCC1
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)Cc1ccc(cc1)O)Cc1cn(c2c1cccc2)C)NC(=O)N1CCCCCC1)C
• InChI: InChI=1S/C34H45N5O6/c1-22(2)18-27(37-34(45)39-16-8-4-5-9-17-39)31(41)35-28(20-24-21-38(3)30-11-7-6-10-26(24)30)32(42)36-29(33(43)44)19-23-12-14-25(40)15-13-23/h6-7,10-15,21-22,27-29,40H,4-5,8-9,16-20H2,1-3H3,(H,35,41)(H,36,42)(H,37,45)(H,43,44)/t27-,28+,29+/m0/s1
• InChIKey: JVILFANCFWZBFU-ZGIBFIJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2R)-2-[(2S)-2-[(azepane-1-carbonyl)amino]-4-methylpentanamido]-3-(1-methyl-1H-indol-3-yl)propanamido]-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(2R)-2-[(2S)-2-(azepane-1-carbonylamino)-4-methylpentanamido]-3-(1-methylindol-3-yl)propanamido]-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: N-[N-[N-[(Hexahydro-1H-azepin-1-yl)carbonyl]-L-leucyl]-1-methyl-D-tryptophyl]-D-tyrosine; PD 151,242

Database IDs

• CAS Number: 155561-67-4
• MDL Number: MFCD00671787
• PubChem SID: 162249275
• PubChem CID: 132991

CALCULATED PROPERTIES

• Acid pKa: 3.6731493
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 2.336677
• LogD (pH = 7.4): 0.8419954
• Log P: 4.161474
• Molar Refractivity: 170.6247 cm^3
• Polarizability: 67.0279 Å^3
• Polar Surface Area: 153.0 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• 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

Product Information

• Purity: ≥97%
• Empirical Formula (Hill Notation): C34H45N5O6

DETAILS

Sigma Aldrich - P208

Biochem/physiol Actions
Selective ETA endothelin receptor antagonist.
Caution
Photosensitive