5-(2-{[1-({5-amino-1-[(1-carboxy-2-methylbutyl)carbamoyl]pentyl}carbamoyl)-3-methylbutyl]carbamoyl}pyrrolidin-1-yl)-4-{2-[2-(2-{2-[2-(2-{6-amino-2-[2-(2-amino-5-carbamimidamidopentanamido)-3-hydroxybutanamido]hexanamido}-5-carbamimidamidopentanamido)-3-hydroxypropanamido]acetamido}-3-hydroxypropanamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanamido}-5-oxopentanoic acid

• ChemBase ID: 132271
• Molecular Formular: C72H124N22O21
• Molecular Mass: 1633.88976
• Monoisotopic Mass: 1632.9311391
• SMILES: CCC(C)C(C(=O)O)NC(=O)C(CCCCN)NC(=O)C(CC(C)C)NC(=O)C1CCCN1C(=O)C(CCC(=O)O)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(C(C)C)NC(=O)C(CO)NC(=O)CNC(=O)C(CO)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCCN)NC(=O)C(C(C)O)NC(=O)C(CCCNC(=N)N)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(CC)C)C(=O)O)CCCCN)CC(C)C)CCC(=O)O)Cc1ccc(cc1)O)C(C)C)CO)CO)CCCNC(=N)N)NC(=O)C(C(O)C)NC(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C72H124N22O21/c1-8-39(6)56(70(114)115)92-62(106)45(18-10-12-28-74)85-63(107)48(32-37(2)3)88-66(110)52-20-15-31-94(52)69(113)47(25-26-54(100)101)87-64(108)49(33-41-21-23-42(98)24-22-41)89-67(111)55(38(4)5)91-65(109)51(36-96)83-53(99)34-82-59(103)50(35-95)90-61(105)46(19-14-30-81-72(78)79)84-60(104)44(17-9-11-27-73)86-68(112)57(40(7)97)93-58(102)43(75)16-13-29-80-71(76)77/h21-24,37-40,43-52,55-57,95-98H,8-20,25-36,73-75H2,1-7H3,(H,82,103)(H,83,99)(H,84,104)(H,85,107)(H,86,112)(H,87,108)(H,88,110)(H,89,111)(H,90,105)(H,91,109)(H,92,106)(H,93,102)(H,100,101)(H,114,115)(H4,76,77,80)(H4,78,79,81)
• InChIKey: COABRICCWCYCPI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-{[1-({5-amino-1-[(1-carboxy-2-methylbutyl)carbamoyl]pentyl}carbamoyl)-3-methylbutyl]carbamoyl}pyrrolidin-1-yl)-4-{2-[2-(2-{2-[2-(2-{6-amino-2-[2-(2-amino-5-carbamimidamidopentanamido)-3-hydroxybutanamido]hexanamido}-5-carbamimidamidopentanamido)-3-hydroxypropanamido]acetamido}-3-hydroxypropanamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanamido}-5-oxopentanoic acid
• IUPAC Traditional name: 5-(2-{[1-({5-amino-1-[(1-carboxy-2-methylbutyl)carbamoyl]pentyl}carbamoyl)-3-methylbutyl]carbamoyl}pyrrolidin-1-yl)-4-{2-[2-(2-{2-[2-(2-{6-amino-2-[2-(2-amino-5-carbamimidamidopentanamido)-3-hydroxybutanamido]hexanamido}-5-carbamimidamidopentanamido)-3-hydroxypropanamido]acetamido}-3-hydroxypropanamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanamido}-5-oxopentanoic acid
• Synonyms: Malantide; Arg-Thr-Lys-Arg-Ser-Gly-Ser-Val-Tyr-Glu-Pro-Leu-Lys-Ile

Database IDs

• CAS Number: 86555-35-3
• MDL Number: MFCD00144718
• PubChem SID: 24890759; 162226548
• PubChem CID: 5102726

CALCULATED PROPERTIES

• Acid pKa: 3.2861116
• H Acceptors: 30
• H Donor: 27
• LogD (pH = 5.5): -19.735224
• LogD (pH = 7.4): -17.206505
• Log P: -12.91758
• Molar Refractivity: 432.7407 cm^3
• Polarizability: 161.5081 Å^3
• Polar Surface Area: 726.89 Å^2
• Rotatable Bonds: 55
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL
• 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 ... PHKB(5257)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ≥65%

DETAILS

Sigma Aldrich - A3317

Substrates
High-affinity substrate for cAMP-dependent protein kinase.