3-[(2S,5S,8S,14S,17S)-8-benzyl-5-(1H-indol-3-ylmethyl)-14-(2-methylpropyl)-17-[2-(methylsulfanyl)ethyl]-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaazacyclooctadecan-2-yl]propanamide

• ChemBase ID: 133495
• Molecular Formular: C38H50N8O7S
• Molecular Mass: 762.918
• Monoisotopic Mass: 762.35231698
• SMILES: CC(C)C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)Cc1ccccc1)Cc1c[nH]c2c1cccc2)CCC(=O)N)CCSC
• Canonical SMILES: CSCC[C@@H]1NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CCC(=O)N)Cc1c[nH]c2c1cccc2)Cc1ccccc1
• InChI: InChI=1S/C38H50N8O7S/c1-22(2)17-29-37(52)44-28(15-16-54-3)36(51)43-27(13-14-32(39)47)35(50)46-31(19-24-20-40-26-12-8-7-11-25(24)26)38(53)45-30(18-23-9-5-4-6-10-23)34(49)41-21-33(48)42-29/h4-12,20,22,27-31,40H,13-19,21H2,1-3H3,(H2,39,47)(H,41,49)(H,42,48)(H,43,51)(H,44,52)(H,45,53)(H,46,50)/t27-,28-,29-,30-,31-/m0/s1
• InChIKey: HOUZPIDCIQWWLS-QKUYTOGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S,5S,8S,14S,17S)-8-benzyl-5-(1H-indol-3-ylmethyl)-14-(2-methylpropyl)-17-[2-(methylsulfanyl)ethyl]-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaazacyclooctadecan-2-yl]propanamide
• IUPAC Traditional name: 3-[(2S,5S,8S,14S,17S)-8-benzyl-5-(1H-indol-3-ylmethyl)-14-(2-methylpropyl)-17-[2-(methylsulfanyl)ethyl]-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaazacyclooctadecan-2-yl]propanamide
• Synonyms: L-659,877

Database IDs

• CAS Number: 125989-12-0
• MDL Number: MFCD00076655
• PubChem SID: 162227772
• PubChem CID: 9875437

CALCULATED PROPERTIES

• Acid pKa: 10.44121
• H Acceptors: 7
• H Donor: 8
• LogD (pH = 5.5): 0.36897716
• LogD (pH = 7.4): 0.36863184
• Log P: 0.36898172
• Molar Refractivity: 202.9899 cm^3
• Polarizability: 80.15539 Å^3
• Polar Surface Area: 233.48 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

Pharmacology Properties

• Gene Information: human ... TACR2(6865)

Product Information

• Purity: >95%

DETAILS

Sigma Aldrich - L117

Amino Acid Sequence
Gln-Trp-Phe-Gly-Leu-Met
Biochem/physiol Actions
Potent and selective NK-2 tachykinin receptor antagonist.