2-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-5-carbamimidamidopentanamido]hexanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]propanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido]-4-carbamoylbutanamido]-3-methylpentanamido]-3-carbamoylpropanamido]acetic acid; trifluoroacetic acid

• ChemBase ID: 153614
• Molecular Formular: C89H160F3N41O24S
• Molecular Mass: 2277.5432096
• Monoisotopic Mass: 2276.22327087
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)NCC(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCSC)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H]([C@@H](C)O)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.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)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)NCC(=O)O)CC(=O)N)[C@H](CC)C)CCC(=O)N)Cc1nc[nH]c1)C(C)C)CCCNC(=N)N)CCCNC(=N)N)CCCNC(=N)N)CCSC)C)CCCNC(=N)N)CCC(=O)N)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)N)CCCNC(=N)N
• InChI: InChI=1S/C87H159N41O22S.C2HF3O2/c1-8-43(4)65(81(150)126-58(38-61(91)132)67(136)112-40-62(133)134)128-77(146)55(25-27-60(90)131)123-78(147)57(37-46-39-105-41-113-46)125-80(149)64(42(2)3)127-76(145)53(23-16-35-111-87(103)104)121-71(140)49(19-12-31-107-83(95)96)119-70(139)50(20-13-32-108-84(97)98)120-75(144)56(28-36-151-7)115-66(135)44(5)114-68(137)48(18-11-30-106-82(93)94)117-74(143)54(24-26-59(89)130)122-72(141)51(21-14-33-109-85(99)100)118-69(138)47(17-9-10-29-88)116-73(142)52(22-15-34-110-86(101)102)124-79(148)63(92)45(6)129;3-2(4,5)1(6)7/h39,41-45,47-58,63-65,129H,8-38,40,88,92H2,1-7H3,(H2,89,130)(H2,90,131)(H2,91,132)(H,105,113)(H,112,136)(H,114,137)(H,115,135)(H,116,142)(H,117,143)(H,118,138)(H,119,139)(H,120,144)(H,121,140)(H,122,141)(H,123,147)(H,124,148)(H,125,149)(H,126,150)(H,127,145)(H,128,146)(H,133,134)(H4,93,94,106)(H4,95,96,107)(H4,97,98,108)(H4,99,100,109)(H4,101,102,110)(H4,103,104,111);(H,6,7)/t43-,44-,45+,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,63-,64-,65-;/m0./s1
• InChIKey: AUAREJWIQJQXQD-MTZYDZCPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-5-carbamimidamidopentanamido]hexanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]propanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido]-4-carbamoylbutanamido]-3-methylpentanamido]-3-carbamoylpropanamido]acetic acid; trifluoroacetic acid
• IUPAC Traditional name: [(2S)-2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-5-carbamimidamidopentanamido]hexanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]propanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanamido]-4-carbamoylbutanamido]-3-methylpentanamido]-3-carbamoylpropanamido]acetic acid; trifluoroacetic acid
• Synonyms: Protein kinase Cη pseudosubstrate trifluoroacetate salt

Database IDs

• MDL Number: MFCD03787992
• PubChem SID: 162247753
• PubChem CID: 71311701

CALCULATED PROPERTIES

• Acid pKa: 3.109162
• H Acceptors: 43
• H Donor: 42
• LogD (pH = 5.5): -34.03313
• LogD (pH = 7.4): -33.590755
• Log P: -19.441133
• Molar Refractivity: 606.351 cm^3
• Polarizability: 210.97227 Å^3
• Polar Surface Area: 1104.52 Å^2
• Rotatable Bonds: 79
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: lyophilized 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 ... PRKCH(5583)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Protein Content, ≥65%
• Mol. Weight: calculated mol wt 2160

DETAILS

Sigma Aldrich - P2114

Amino Acid Sequence
Thr-Arg-Lys-Arg-Gln-Arg-Ala-Met-Arg-Arg-Arg-Val-His-Gln-Ile-Asn-Gly
Biochem/physiol Actions
Selective protein kinase C (PKC) η inhibitor.