(2S)-N-[(4R,7S,10S,13R,16S,19S)-10-(4-aminobutyl)-4-{[(1R)-1-carbamoyl-2-(4-hydroxyphenyl)ethyl]carbamoyl}-7-[(1R)-1-hydroxyethyl]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-19-yl]-2-acetamido-3-(4-nitrophenyl)propanamide; trifluoroacetic acid

• ChemBase ID: 154992
• Molecular Formular: C58H69F3N12O16S2
• Molecular Mass: 1311.3644696
• Monoisotopic Mass: 1310.43480085
• SMILES: C[C@H]([C@H]1C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N1)CCCCN)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)NC(=O)[C@H](Cc1ccc(cc1)[N+](=O)[O-])NC(=O)C)C(=O)N[C@H](Cc1ccc(cc1)O)C(=O)N)O.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@H]1NC(=O)[C@H](NC(=O)[C@H](Cc2ccc(cc2)O)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](NC1=O)[C@H](O)C)C(=O)N[C@@H](C(=O)N)Cc1ccc(cc1)O)NC(=O)[C@H](Cc1ccc(cc1)[N+](=O)[O-])NC(=O)C)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C56H68N12O14S2.C2HF3O2/c1-30(69)48-56(80)66-47(54(78)62-42(49(58)73)23-33-12-18-37(71)19-13-33)29-84-83-28-46(65-51(75)43(60-31(2)70)24-32-10-16-36(17-11-32)68(81)82)55(79)63-44(25-34-14-20-38(72)21-15-34)52(76)64-45(26-35-27-59-40-8-4-3-7-39(35)40)53(77)61-41(50(74)67-48)9-5-6-22-57;3-2(4,5)1(6)7/h3-4,7-8,10-21,27,30,41-48,59,69,71-72H,5-6,9,22-26,28-29,57H2,1-2H3,(H2,58,73)(H,60,70)(H,61,77)(H,62,78)(H,63,79)(H,64,76)(H,65,75)(H,66,80)(H,67,74);(H,6,7)/t30-,41+,42-,43+,44+,45-,46-,47+,48+;/m1./s1
• InChIKey: FYVCFCQFOBEWIO-GVGJFGMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(4R,7S,10S,13R,16S,19S)-10-(4-aminobutyl)-4-{[(1R)-1-carbamoyl-2-(4-hydroxyphenyl)ethyl]carbamoyl}-7-[(1R)-1-hydroxyethyl]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-19-yl]-2-acetamido-3-(4-nitrophenyl)propanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-N-[(4R,7S,10S,13R,16S,19S)-10-(4-aminobutyl)-4-{[(1R)-1-carbamoyl-2-(4-hydroxyphenyl)ethyl]carbamoyl}-7-[(1R)-1-hydroxyethyl]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-19-yl]-2-acetamido-3-(4-nitrophenyl)propanamide; trifluoroacetic acid
• Synonyms: Cyanamid 154806 trifluoroacetate salt; CYN 154806 trifluoroacetate salt

Database IDs

• CAS Number: 183658-72-2(freebase)
• MDL Number: MFCD11045909
• PubChem SID: 162249130
• PubChem CID: 71312046

CALCULATED PROPERTIES

• Acid pKa: 9.15741
• H Acceptors: 15
• H Donor: 14
• LogD (pH = 5.5): -3.2575197
• LogD (pH = 7.4): -2.6272988
• Log P: -1.389485
• Molar Refractivity: 310.846 cm^3
• Polarizability: 121.2589 Å^3
• Polar Surface Area: 424.21 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white lyophilized powder (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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C56H68N12O14S2 · xC2HF3O2

DETAILS

Sigma Aldrich - C2490

Amino Acid Sequence
Ac-NO2-Phe-Cys-Tyr-Trp-Lys-Thr-Cys-Tyr-NH2
Biochem/physiol Actions
Potent and selective sst2 somatostatin receptor antagonist.