(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-{2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-3-methylbutanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-methylpentanamido]acetamido}-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]hexanamido]hexanamido]-4-methylpentanamido]acetamido}-3-hydroxybutanamido]acetamido}propanamido]-4-methylpentanamido]-3-carbamoylpropanamido]propanamido]-3-methylbutanamido]-4-methylpentanamido]hexanamido]-4-carbamoylbutanoic acid; trifluoroacetic acid

• ChemBase ID: 133365
• Molecular Formular: C114H195F3N30O33
• Molecular Mass: 2570.9445096
• Monoisotopic Mass: 2569.44549351
• SMILES: CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)N)C(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)CN.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)NCC(=O)N[C@H](C(=O)NCC(=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)O)CCC(=O)N)CCCCN)CC(C)C)C(C)C)C)CC(=O)N)CC(C)C)C)[C@H](O)C)CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CNC(=O)[C@H]([C@H](CC)C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)CN)CC(C)C)CO)CC(=O)N)CC(C)C)CCCCN
• InChI: InChI=1S/C112H194N30O31.C2HF3O2/c1-22-62(18)91(142-111(171)90(61(16)17)141-105(165)79(48-83(119)148)134-106(166)80(53-143)137-103(163)76(45-58(10)11)135-109(169)88(59(12)13)138-84(149)49-116)107(167)121-51-86(151)125-77(46-66-32-34-67(145)35-33-66)104(164)132-74(43-56(6)7)100(160)127-68(29-23-26-38-113)96(156)126-70(31-25-28-40-115)98(158)131-72(41-54(2)3)95(155)120-52-87(152)139-92(65(21)144)108(168)122-50-85(150)123-63(19)93(153)130-73(42-55(4)5)102(162)133-78(47-82(118)147)99(159)124-64(20)94(154)140-89(60(14)15)110(170)136-75(44-57(8)9)101(161)128-69(30-24-27-39-114)97(157)129-71(112(172)173)36-37-81(117)146;3-2(4,5)1(6)7/h32-35,54-65,68-80,88-92,143-145H,22-31,36-53,113-116H2,1-21H3,(H2,117,146)(H2,118,147)(H2,119,148)(H,120,155)(H,121,167)(H,122,168)(H,123,150)(H,124,159)(H,125,151)(H,126,156)(H,127,160)(H,128,161)(H,129,157)(H,130,153)(H,131,158)(H,132,164)(H,133,162)(H,134,166)(H,135,169)(H,136,170)(H,137,163)(H,138,149)(H,139,152)(H,140,154)(H,141,165)(H,142,171)(H,172,173);(H,6,7)/t62-,63-,64-,65+,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,88-,89-,90-,91-,92-;/m0./s1
• InChIKey: BURHHWGBXFIPSQ-FAJNZGOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-{2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-3-methylbutanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-methylpentanamido]acetamido}-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]hexanamido]hexanamido]-4-methylpentanamido]acetamido}-3-hydroxybutanamido]acetamido}propanamido]-4-methylpentanamido]-3-carbamoylpropanamido]propanamido]-3-methylbutanamido]-4-methylpentanamido]hexanamido]-4-carbamoylbutanoic acid; trifluoroacetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S,3R)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-{2-[(2S,3S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-3-methylbutanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-methylbutanamido]-3-methylpentanamido]acetamido}-3-(4-hydroxyphenyl)propanamido]-4-methylpentanamido]hexanamido]hexanamido]-4-methylpentanamido]acetamido}-3-hydroxybutanamido]acetamido}propanamido]-4-methylpentanamido]-3-carbamoylpropanamido]propanamido]-3-methylbutanamido]-4-methylpentanamido]hexanamido]-4-carbamoylbutanoic acid; trifluoroacetic acid
• Synonyms: PDQ; Gly-Val-Leu-Ser-Asn-Val-Ile-Gly-Tyr-Leu-Lys-Lys-Leu-Gly-Thr-Gly-Ala-Leu-Asn-Ala-Val-Leu-Lys-Gln trifluoroacetate salt

Database IDs

• CAS Number: 136831-50-0
• MDL Number: MFCD00214299
• PubChem SID: 162227642
• PubChem CID: 71308659

CALCULATED PROPERTIES

• Acid pKa: 3.379839
• H Acceptors: 35
• H Donor: 34
• LogD (pH = 5.5): -20.271307
• LogD (pH = 7.4): -17.447617
• Log P: -13.146087
• Molar Refractivity: 623.6838 cm^3
• Polarizability: 246.16386 Å^3
• Polar Surface Area: 1000.64 Å^2
• Rotatable Bonds: 86
• 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

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - G9031

Biochem/physiol Actions
Antimicrobial peptide originally isolated from Xenopus laevis.