(4R,10S,13S,16R,19S,22S,25S)-25-butyl-13,22-bis(3-carbamimidamidopropyl)-19-(1H-imidazol-4-ylmethyl)-10-(1H-indol-3-ylmethyl)-16-(naphthalen-2-ylmethyl)-6,9,12,15,18,21,24,27-octaoxo-1,2-dithia-5,8,11,14,17,20,23,26-octaazacyclononacosane-4-carboxamide

• ChemBase ID: 155666
• Molecular Formular: C56H76N18O9S2
• Molecular Mass: 1209.44784
• Monoisotopic Mass: 1208.5484081
• SMILES: CCCC[C@@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CSSCCC(=O)N1)C(=O)N)Cc1c[nH]c2c1cccc2)CCCNC(=N)N)Cc1ccc2ccccc2c1)Cc1c[nH]cn1)CCCNC(=N)N
• Canonical SMILES: CCCC[C@H]1NC(=O)CCSSC[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC1=O)CCCNC(=N)N)Cc1nc[nH]c1)Cc1ccc2c(c1)cccc2)CCCNC(=N)N)Cc1c[nH]c2c1cccc2)C(=O)N
• InChI: InChI=1S/C56H76N18O9S2/c1-2-3-13-39-50(79)70-40(15-8-20-63-55(58)59)52(81)74-44(26-36-28-62-31-67-36)54(83)72-42(24-32-17-18-33-10-4-5-11-34(33)23-32)53(82)71-41(16-9-21-64-56(60)61)51(80)73-43(25-35-27-65-38-14-7-6-12-37(35)38)49(78)66-29-47(76)69-45(48(57)77)30-85-84-22-19-46(75)68-39/h4-7,10-12,14,17-18,23,27-28,31,39-45,65H,2-3,8-9,13,15-16,19-22,24-26,29-30H2,1H3,(H2,57,77)(H,62,67)(H,66,78)(H,68,75)(H,69,76)(H,70,79)(H,71,82)(H,72,83)(H,73,80)(H,74,81)(H4,58,59,63)(H4,60,61,64)/t39-,40-,41-,42+,43-,44-,45-/m0/s1
• InChIKey: GVIITWCVIBOTAG-XOJVSUSESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,10S,13S,16R,19S,22S,25S)-25-butyl-13,22-bis(3-carbamimidamidopropyl)-19-(1H-imidazol-4-ylmethyl)-10-(1H-indol-3-ylmethyl)-16-(naphthalen-2-ylmethyl)-6,9,12,15,18,21,24,27-octaoxo-1,2-dithia-5,8,11,14,17,20,23,26-octaazacyclononacosane-4-carboxamide
• IUPAC Traditional name: (4R,10S,13S,16R,19S,22S,25S)-25-butyl-13,22-bis(3-carbamimidamidopropyl)-19-(1H-imidazol-4-ylmethyl)-10-(1H-indol-3-ylmethyl)-16-(naphthalen-2-ylmethyl)-6,9,12,15,18,21,24,27-octaoxo-1,2-dithia-5,8,11,14,17,20,23,26-octaazacyclononacosane-4-carboxamide
• Synonyms: JKC-366; [Deamino-Cys3, Nle4, Arg5, β-(2-Naphthyl)-D-Ala7, Cys11]-α-Melanocyte Stimulating Hormone Amide Fragment 3-11

Database IDs

• PubChem SID: 162249804
• PubChem CID: 71312194

CALCULATED PROPERTIES

• Acid pKa: 12.081082
• H Acceptors: 16
• H Donor: 17
• LogD (pH = 5.5): -7.460716
• LogD (pH = 7.4): -6.7218165
• Log P: -2.4825249
• Molar Refractivity: 341.3242 cm^3
• Polarizability: 125.891304 Å^3
• Polar Surface Area: 444.16 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: 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: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C56H76N18O9S2

DETAILS

Sigma Aldrich - M0313

Amino Acid Sequence
Mpa-Nle-Arg-His-Nal-Arg-Trp-Gly-Cys-NH2