peptide 18 [PMID: 24350995]   Click here for help

GtoPdb Ligand ID: 8658

Synonyms: Ac-LLLLRVK-Amba
Compound class: Synthetic organic
Comment: This peptide is a modified, and optimised analogue of multi-Leu (ML)-peptide, with an arginine mimetic at the P1 position (i.e. at the N-terminal arginine) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 22
Hydrogen bond donors 13
Rotatable bonds 42
Topological polar surface area 373.09
Molecular weight 1026.71
XLogP 4.42
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES NCCCCC(C(=O)NCc1ccc(cc1)C(=N)N)NC(=O)C(C(C)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C)CC(C)C)CC(C)C)CC(C)C)CC(C)C)CCCN=C(N)N
Isomeric SMILES NCCCC[C@@H](C(=O)NCc1ccc(cc1)C(=N)N)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CC(C)C)CC(C)C)CC(C)C)CC(C)C)CCCN=C(N)N
InChI InChI=1S/C51H90N14O8/c1-28(2)23-38(59-33(11)66)46(69)62-40(25-30(5)6)48(71)64-41(26-31(7)8)49(72)63-39(24-29(3)4)47(70)60-37(16-14-22-57-51(55)56)45(68)65-42(32(9)10)50(73)61-36(15-12-13-21-52)44(67)58-27-34-17-19-35(20-18-34)43(53)54/h17-20,28-32,36-42H,12-16,21-27,52H2,1-11H3,(H3,53,54)(H,58,67)(H,59,66)(H,60,70)(H,61,73)(H,62,69)(H,63,72)(H,64,71)(H,65,68)(H4,55,56,57)/t36-,37-,38-,39-,40-,41-,42-/m0/s1
InChI Key UFNWIBYSOUCSGW-FVMQRRFMSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylbutanoyl]amino]-6-amino-N-[(4-carbamimidoylphenyl)methyl]hexanamide
Synonyms Click here for help
Ac-LLLLRVK-Amba
Database Links Click here for help
ChEMBL Ligand CHEMBL3115771
GtoPdb PubChem SID 252166858
PubChem CID 75593419
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