(4S)-4-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-2-carbamoyl-1-carboxyethyl]carbamoyl}pentyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-phenylpropanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]acetamido}propanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]hexanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido]butanoic acid

• ChemBase ID: 131361
• Molecular Formular: C93H159N35O24
• Molecular Mass: 2151.47766
• Monoisotopic Mass: 2150.22972114
• SMILES: C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N)C(=O)O)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCNC(=N)N)N
• Canonical SMILES: NCCCC[C@@H](C(=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)N[C@H](C(=O)N[C@H](C(=O)O)CC(=O)N)CCCCN)C(C)C)CCC(=O)O)Cc1nc[nH]c1)C(C)C)CC(=O)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)N)Cc1ccccc1)C)CCCNC(=N)N)CCCCN)C)CC(C)C)CCCNC(=N)N)CCC(=O)N
• InChI: InChI=1S/C93H159N35O24/c1-47(2)39-62(122-74(135)50(7)113-70(132)45-111-77(138)55(24-12-15-33-94)116-78(139)58(27-19-37-109-92(103)104)115-75(136)51(8)114-84(145)63(40-52-21-10-9-11-22-52)123-76(137)54(97)23-18-36-108-91(101)102)85(146)118-59(28-20-38-110-93(105)106)79(140)119-60(29-31-67(98)129)82(143)117-56(25-13-16-34-95)80(141)124-65(42-68(99)130)87(148)128-73(49(5)6)89(150)125-64(41-53-44-107-46-112-53)86(147)120-61(30-32-71(133)134)83(144)127-72(48(3)4)88(149)121-57(26-14-17-35-96)81(142)126-66(90(151)152)43-69(100)131/h9-11,21-22,44,46-51,54-66,72-73H,12-20,23-43,45,94-97H2,1-8H3,(H2,98,129)(H2,99,130)(H2,100,131)(H,107,112)(H,111,138)(H,113,132)(H,114,145)(H,115,136)(H,116,139)(H,117,143)(H,118,146)(H,119,140)(H,120,147)(H,121,149)(H,122,135)(H,123,137)(H,124,141)(H,125,150)(H,126,142)(H,127,144)(H,128,148)(H,133,134)(H,151,152)(H4,101,102,108)(H4,103,104,109)(H4,105,106,110)/t50-,51-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,72-,73-/m0/s1
• InChIKey: NHCJMYZDRROLEW-OFXZVSIYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-2-carbamoyl-1-carboxyethyl]carbamoyl}pentyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-phenylpropanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]acetamido}propanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]hexanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-{[(1S)-1-{[(1S)-5-amino-1-{[(1S)-2-carbamoyl-1-carboxyethyl]carbamoyl}pentyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-phenylpropanamido]propanamido]-5-carbamimidamidopentanamido]hexanamido]acetamido}propanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]hexanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido]butanoic acid
• Synonyms: Protein Kinase C Fragment 19-36

Database IDs

• CAS Number: 113731-96-7
• MDL Number: MFCD00167619
• PubChem SID: 162225639
• PubChem CID: 71308428

CALCULATED PROPERTIES

• Acid pKa: 3.078961
• H Acceptors: 38
• H Donor: 36
• LogD (pH = 5.5): -28.335848
• LogD (pH = 7.4): -27.0609
• Log P: -17.298712
• Molar Refractivity: 574.6712 cm^3
• Polarizability: 212.4926 Å^3
• Polar Surface Area: 1017.03 Å^2
• Rotatable Bonds: 77
• 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 ... PRKCB(5579)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - P8462

Amino Acid Sequence
Arg-Phe-Ala-Arg-Lys-Gly-Ala-Leu-Arg-Gln-Lys-Asn-Val-His-Glu-Val-Lys-Asn
Biochem/physiol Actions
Inhibitor of protein kinase C.