sodium (2R)-2-[(2R)-2-[(2S)-2-{[(2R,6S)-2,6-dimethylpiperidine-1-carbonyl]amino}-4,4-dimethylpentanamido]-3-[1-(methoxycarbonyl)-1H-indol-3-yl]propanamido]hexanoate

• ChemBase ID: 132171
• Molecular Formular: C34H50N5NaO7
• Molecular Mass: 663.77987
• Monoisotopic Mass: 663.36079325
• SMILES: CCCC[C@H](C(=O)[O-])NC(=O)[C@@H](Cc1cn(c2c1cccc2)C(=O)OC)NC(=O)[C@H](CC(C)(C)C)NC(=O)N1[C@@H](CCC[C@@H]1C)C.[Na+]
• Canonical SMILES: CCCC[C@H](C(=O)[O-])NC(=O)[C@@H](Cc1cn(c2c1cccc2)C(=O)OC)NC(=O)[C@H](CC(C)(C)C)NC(=O)N1[C@H](C)CCC[C@@H]1C.[Na+]
• InChI: InChI=1S/C34H51N5O7.Na/c1-8-9-16-25(31(42)43)35-29(40)26(18-23-20-38(33(45)46-7)28-17-11-10-15-24(23)28)36-30(41)27(19-34(4,5)6)37-32(44)39-21(2)13-12-14-22(39)3;/h10-11,15,17,20-22,25-27H,8-9,12-14,16,18-19H2,1-7H3,(H,35,40)(H,36,41)(H,37,44)(H,42,43);/q;+1/p-1/t21-,22+,25-,26-,27+;/m1./s1
• InChIKey: QCVIFBRTTLMEOV-FUKQNADPSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2R)-2-[(2R)-2-[(2S)-2-{[(2R,6S)-2,6-dimethylpiperidine-1-carbonyl]amino}-4,4-dimethylpentanamido]-3-[1-(methoxycarbonyl)-1H-indol-3-yl]propanamido]hexanoate
• IUPAC Traditional name: sodium (2R)-2-[(2R)-2-[(2S)-2-[(2R,6S)-2,6-dimethylpiperidine-1-carbonylamino]-4,4-dimethylpentanamido]-3-[1-(methoxycarbonyl)indol-3-yl]propanamido]hexanoate
• Synonyms: 2,6-Dimethylpiperidinecarbonyl-γ-Methyl-Leu-Nin-(Methoxycarbonyl)-D-Trp-D-Nle; N-[N-[N-[(2,6-Dimethyl-1-piperidinyl)carbonyl]-4-methyl-L-leucyl]-1-(methoxycarbonyl)-D-tryptophyl]-D-norleucine sodium salt; BQ-788

Database IDs

• CAS Number: 156161-89-6
• MDL Number: MFCD00797882
• PubChem SID: 162226448
• PubChem CID: 16759603

CALCULATED PROPERTIES

• Acid pKa: 3.8042507
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.9263265
• LogD (pH = 7.4): 1.3639935
• Log P: 4.624426
• Molar Refractivity: 183.2968 cm^3
• Polarizability: 68.61558 Å^3
• Polar Surface Area: 161.9 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble0.3 mg/mL; DMSO: soluble1.2 mg/mL; ethanol: soluble1.2 mg/mL; H2O: slightly soluble
• 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: -20°C

Pharmacology Properties

• Gene Information: human ... EDNRB(1910)mouse ... EDNRB(13618)rat ... EDNRB(50672)

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - B6791

Biochem/physiol Actions
Endothelin B (ETB) receptor antagonist

Sigma Aldrich - B157

Biochem/physiol Actions
Selective ETB endothelin receptor antagonist.