3-{2-[2-(2-{2-[2-(6-amino-2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}-3-methylbutanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}hexanamido)-3-methylbutanamido]-3-hydroxypropanamido}-5-carbamimidamidopentanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido}-3-({1-[(1-{[1-carboxy-2-(1H-imidazol-5-yl)ethyl]carbamoyl}-2-methylbutyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)propanoic acid

• ChemBase ID: 155492
• Molecular Formular: C91H130N22O23
• Molecular Mass: 1900.1395
• Monoisotopic Mass: 1898.96791853
• SMILES: CCC(C)C(C(=O)NC(Cc1cnc[nH]1)C(=O)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CC(=O)O)NC(=O)C(CC(C)C)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(CCCNC(=N)N)NC(=O)C(CO)NC(=O)C(C(C)C)NC(=O)C(CCCCN)NC(=O)C(C(C)O)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(C(C)C)NC(=O)CNC(=O)C(Cc1ccc(cc1)O)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)Cc1cnc[nH]1)C(CC)C)Cc1c[nH]c2c1cccc2)CC(=O)O)CC(C)C)Cc1ccc(cc1)O)CCCNC(=N)N)CO)C(C)C)NC(=O)C(C(O)C)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(C(C)C)NC(=O)CNC(=O)C(Cc1ccc(cc1)O)N
• InChI: InChI=1S/C91H130N22O23/c1-10-49(8)75(88(133)108-69(90(135)136)39-55-42-96-45-100-55)112-84(129)67(38-54-41-98-61-17-12-11-16-59(54)61)105-82(127)68(40-72(120)121)106-80(125)64(34-46(2)3)103-81(126)65(36-52-22-28-57(117)29-23-52)104-78(123)63(19-15-33-97-91(94)95)101-85(130)70(44-114)109-87(132)74(48(6)7)111-79(124)62(18-13-14-32-92)102-89(134)76(50(9)115)113-83(128)66(37-53-24-30-58(118)31-25-53)107-86(131)73(47(4)5)110-71(119)43-99-77(122)60(93)35-51-20-26-56(116)27-21-51/h11-12,16-17,20-31,41-42,45-50,60,62-70,73-76,98,114-118H,10,13-15,18-19,32-40,43-44,92-93H2,1-9H3,(H,96,100)(H,99,122)(H,101,130)(H,102,134)(H,103,126)(H,104,123)(H,105,127)(H,106,125)(H,107,131)(H,108,133)(H,109,132)(H,110,119)(H,111,124)(H,112,129)(H,113,128)(H,120,121)(H,135,136)(H4,94,95,97)
• InChIKey: ZWIJLOHGIXGMAB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[2-(2-{2-[2-(6-amino-2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}-3-methylbutanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}hexanamido)-3-methylbutanamido]-3-hydroxypropanamido}-5-carbamimidamidopentanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido}-3-({1-[(1-{[1-carboxy-2-(1H-imidazol-5-yl)ethyl]carbamoyl}-2-methylbutyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)propanoic acid
• IUPAC Traditional name: 3-{2-[2-(2-{2-[2-(6-amino-2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}-3-methylbutanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}hexanamido)-3-methylbutanamido]-3-hydroxypropanamido}-5-carbamimidamidopentanamido)-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido}-3-({1-[(1-{[1-carboxy-2-(3H-imidazol-4-yl)ethyl]carbamoyl}-2-methylbutyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)propanoic acid
• Synonyms: Protein C, Activated, Fragment 390-404 human

Database IDs

• MDL Number: MFCD00214128
• PubChem SID: 162249630; 24898709
• PubChem CID: 16133226

CALCULATED PROPERTIES

• Acid pKa: 3.1912367
• H Acceptors: 29
• H Donor: 28
• LogD (pH = 5.5): -9.232607
• LogD (pH = 7.4): -7.0923486
• Log P: -6.7572513
• Molar Refractivity: 500.7749 cm^3
• Polarizability: 192.32039 Å^3
• Polar Surface Area: 741.56 Å^2
• Rotatable Bonds: 57
• 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 ... PROC(5624)

Product Information

• Purity: ~90% (HPLC)
• Compostion: Peptide content, ≥70%
• Empirical Formula (Hill Notation): C91H130N22O23

DETAILS

Sigma Aldrich - P5818

Amino Acid Sequence
Tyr-Gly-Val-Tyr-Thr-Lys-Val-Ser-Arg-Tyr-Leu-Asp-Trp-Ile-His
Biochem/physiol Actions
Fragment of activated protein C (APC) heavy chain that is essential for anticoagulant activity.