(4S)-4-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-pyrrolidin-2-ylformamido]hexanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]hexanamido]propanamido]-5-carbamimidamidopentanamido]propanamido]-3-phenylpropanamido]acetamido}-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanamido]-5-carbamimidamidopentanamido]-3-hydroxybutanamido]propanamido]-3-(1H-imidazol-4-yl)propanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxyethyl]carbamoyl}butyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}butanoic acid

• ChemBase ID: 154254
• Molecular Formular: C146H238N46O33
• Molecular Mass: 3165.74032
• Monoisotopic Mass: 3163.83594431
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](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](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1)O
• 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)NCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=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)N[C@H](C(=O)O)C)CCCNC(=N)N)Cc1ccc(cc1)O)Cc1c[nH]c2c1cccc2)CC(C)C)[C@H](O)C)C(C)C)C(C)C)CCC(=O)O)Cc1nc[nH]c1)C)[C@H](O)C)CCCNC(=N)N)C(C)C)C(C)C)Cc1ccccc1)C)CCCNC(=N)N)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1)CCCCN)CCCCN)CCCCN)CCCNC(=N)N
• InChI: InChI=1S/C146H238N46O33/c1-75(2)66-103(131(213)184-106(69-88-71-165-92-39-21-20-38-91(88)92)133(215)183-105(68-87-50-52-90(195)53-51-87)132(214)178-99(46-32-62-162-144(153)154)124(206)171-83(14)142(224)225)185-140(222)116(85(16)194)191-138(220)113(78(7)8)189-137(219)112(77(5)6)187-130(212)102(54-55-110(197)198)179-134(216)107(70-89-72-159-74-167-89)182-119(201)82(13)170-139(221)115(84(15)193)190-129(211)101(48-34-64-164-146(157)158)180-136(218)111(76(3)4)188-135(217)108-49-35-65-192(108)141(223)114(79(9)10)186-109(196)73-166-120(202)104(67-86-36-18-17-19-37-86)181-118(200)81(12)169-123(205)98(45-31-61-161-143(151)152)172-117(199)80(11)168-122(204)94(40-22-26-56-147)174-128(210)100(47-33-63-163-145(155)156)177-127(209)97(43-25-29-59-150)176-126(208)96(42-24-28-58-149)175-125(207)95(41-23-27-57-148)173-121(203)93-44-30-60-160-93/h17-21,36-39,50-53,71-72,74-85,93-108,111-116,160,165,193-195H,22-35,40-49,54-70,73,147-150H2,1-16H3,(H,159,167)(H,166,202)(H,168,204)(H,169,205)(H,170,221)(H,171,206)(H,172,199)(H,173,203)(H,174,210)(H,175,207)(H,176,208)(H,177,209)(H,178,214)(H,179,216)(H,180,218)(H,181,200)(H,182,201)(H,183,215)(H,184,213)(H,185,222)(H,186,196)(H,187,212)(H,188,217)(H,189,219)(H,190,211)(H,191,220)(H,197,198)(H,224,225)(H4,151,152,161)(H4,153,154,162)(H4,155,156,163)(H4,157,158,164)/t80-,81-,82-,83-,84+,85+,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,111-,112-,113-,114-,115-,116-/m0/s1
• InChIKey: GYXSOMLASXTNHL-BWYVTNJHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-pyrrolidin-2-ylformamido]hexanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]hexanamido]propanamido]-5-carbamimidamidopentanamido]propanamido]-3-phenylpropanamido]acetamido}-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanamido]-5-carbamimidamidopentanamido]-3-hydroxybutanamido]propanamido]-3-(1H-imidazol-4-yl)propanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxyethyl]carbamoyl}butyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-pyrrolidin-2-ylformamido]hexanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]hexanamido]propanamido]-5-carbamimidamidopentanamido]propanamido]-3-phenylpropanamido]acetamido}-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-3-methylbutanamido]-5-carbamimidamidopentanamido]-3-hydroxybutanamido]propanamido]-3-(1H-imidazol-4-yl)propanamido]-4-{[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-4-carbamimidamido-1-{[(1S)-1-carboxyethyl]carbamoyl}butyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]carbamoyl}butanoic acid
• Synonyms: mC2p-NLS

Database IDs

• MDL Number: MFCD06411570
• PubChem SID: 162248393
• PubChem CID: 71311824

CALCULATED PROPERTIES

• Acid pKa: 3.2114184
• H Acceptors: 51
• H Donor: 49
• LogD (pH = 5.5): -25.165287
• LogD (pH = 7.4): -24.304295
• Log P: -14.720808
• Molar Refractivity: 860.2357 cm^3
• Polarizability: 320.8162 Å^3
• Polar Surface Area: 1291.28 Å^2
• Rotatable Bonds: 103
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

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 ... CDK2(1017)

Product Information

• Empirical Formula (Hill Notation): C155H247N47O35

DETAILS

Sigma Aldrich - M5318

Amino Acid Sequence
Pro-Lys-Lys-Lys-Arg-Lys-Ala-Arg-Ala-Phe-Gly-Val-Pro-Val-Arg-Thr-Ala-His-Glu-Val-Val-Thr-Leu-Trp-Tyr-Arg-Ala
Biochem/physiol Actions
mC2p-NLS is a peptide that contains the nuclear localization sequences (NLS) and can be delivered intracellularly using liposomes for cell based studies and for its effect on HIV replication.