Octpep-1   Click here for help

GtoPdb Ligand ID: 12265

Compound class: Peptide or derivative
Comment: Octpep-1 is a 12 amino acid peptide that's derived from an octopus venom molecule. It disrupts PI3K/AKT pathway signalling in melanoma cells and produces a cytotoxic effect that is selective for these cells compared to normal fibroblasts [2]. Octpep-1 can induce an antiproliferative effect against aggressive and hard-to-treat melanoma cells that are driven by the BRAFV600E mutation [1]. Although Octpep-1 appears to exhibit (very) weak agonist activity at tachykinin NK1 receptors, it's antiproliferative activity is independent of NK1R expression [1].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CSCC[C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](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@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H](CC(=O)O)N)CO)CC(=O)O)CC(=O)O)CCC(=O)O)Cc1ccccc1)CO)CC(C)C
Isomeric SMILES N[C@@H](CC(=O)O)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)O
InChI InChI=1S/C58H86N12O23S/c1-28(2)21-34(48(82)61-33(58(92)93)17-20-94-5)62-53(87)39(27-72)67-55(89)46(29(3)4)68-51(85)35(22-30-11-7-6-8-12-30)63-47(81)32(15-16-42(73)74)60-49(83)36(24-44(77)78)64-50(84)37(25-45(79)80)65-52(86)38(26-71)66-54(88)40-13-9-18-69(40)57(91)41-14-10-19-70(41)56(90)31(59)23-43(75)76/h6-8,11-12,28-29,31-41,46,71-72H,9-10,13-27,59H2,1-5H3,(H,60,83)(H,61,82)(H,62,87)(H,63,81)(H,64,84)(H,65,86)(H,66,88)(H,67,89)(H,68,85)(H,73,74)(H,75,76)(H,77,78)(H,79,80)(H,92,93)/t31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,46-/m0/s1
InChI Key GKODHHDFYJUXTK-HVCWXIAISA-N
Classification Click here for help
Compound class Peptide or derivative
Database Links Click here for help
GtoPdb PubChem SID 473153853
PubChem CID 165437865
Search Google for chemical match using the InChIKey GKODHHDFYJUXTK-HVCWXIAISA-N
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UniChem Connectivity Search for chemical match using the InChIKey GKODHHDFYJUXTK-HVCWXIAISA-N