(3S)-4-[(2S)-2-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(2S)-1-[(5S)-7-[(1S)-1-{[(1S)-1-carbamoyl-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl]-6-oxo-1,7-diazaspiro[4.4]nonan-1-yl]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}-2-phenylethyl]carbamoyl}pentyl]carbamoyl}-2-carbamoylethyl]carbamoyl}pyrrolidin-1-yl]-4-oxo-3-[(2S)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]butanoic acid

• ChemBase ID: 133941
• Molecular Formular: C69H91N15O16
• Molecular Mass: 1386.55174
• Monoisotopic Mass: 1385.67682191
• SMILES: C[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N1CCC[C@]21CCN(C2=O)[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N)NC(=O)[C@@H]1CCC(=O)N1
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@]21CCN(C2=O)[C@H](C(=O)N[C@H](C(=O)N)Cc1c[nH]c2c1cccc2)CC(C)C)Cc1ccc(cc1)O)Cc1ccccc1)NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)C)CC(=O)O)CC(=O)N
• InChI: InChI=1S/C69H91N15O16/c1-38(2)31-54(65(97)77-48(58(72)90)34-42-37-73-45-16-8-7-15-44(42)45)83-30-26-69(68(83)100)25-12-29-84(69)67(99)51(33-41-19-21-43(85)22-20-41)81-62(94)49(32-40-13-5-4-6-14-40)78-61(93)46(17-9-10-27-70)76-63(95)50(35-55(71)86)79-64(96)53-18-11-28-82(53)66(98)52(36-57(88)89)80-59(91)39(3)74-60(92)47-23-24-56(87)75-47/h4-8,13-16,19-22,37-39,46-54,73,85H,9-12,17-18,23-36,70H2,1-3H3,(H2,71,86)(H2,72,90)(H,74,92)(H,75,87)(H,76,95)(H,77,97)(H,78,93)(H,79,96)(H,80,91)(H,81,94)(H,88,89)/t39-,46-,47-,48-,49-,50-,51-,52-,53-,54-,69-/m0/s1
• InChIKey: KWECNVXXONDEKG-JTCMYMKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-4-[(2S)-2-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(2S)-1-[(5S)-7-[(1S)-1-{[(1S)-1-carbamoyl-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl]-6-oxo-1,7-diazaspiro[4.4]nonan-1-yl]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}-2-phenylethyl]carbamoyl}pentyl]carbamoyl}-2-carbamoylethyl]carbamoyl}pyrrolidin-1-yl]-4-oxo-3-[(2S)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]butanoic acid
• IUPAC Traditional name: (3S)-4-[(2S)-2-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(2S)-1-[(5S)-7-[(1S)-1-{[(1S)-1-carbamoyl-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl]-6-oxo-1,7-diazaspiro[4.4]nonan-1-yl]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}-2-phenylethyl]carbamoyl}pentyl]carbamoyl}-2-carbamoylethyl]carbamoyl}pyrrolidin-1-yl]-4-oxo-3-[(2S)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanamido]butanoic acid
• Synonyms: pGlu-Ala-Asp-Pro-Asn-Lys-Phe-Tyr-Pro(spiro-γ-lactam-Leu-Trp-NH2; GR 82334

Database IDs

• CAS Number: 129623-01-4
• MDL Number: MFCD00214619
• PubChem SID: 162228218
• PubChem CID: 16130972

CALCULATED PROPERTIES

• Acid pKa: 3.6792154
• H Acceptors: 17
• H Donor: 14
• LogD (pH = 5.5): -4.8005843
• LogD (pH = 7.4): -4.7993464
• Log P: -4.7969575
• Molar Refractivity: 357.8232 cm^3
• Polarizability: 140.63887 Å^3
• Polar Surface Area: 479.25 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

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 ... TACR1(6869)mouse ... TACR1(21336)rat ... TACR1(24807)

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - G115

Amino Acid Sequence
Glp-Ala-Asp-Pro-Asn-Lys-Phe-Tyr-Pro(spiro-γ-lactam-Leu-Trp-NH2
Biochem/physiol Actions
Potent and specific reversible antagonist at the NK-1 tachykinin receptor.