Ligand profile

CHEMBL5880126

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3566 — ankyrin repeat family protein

Via homolog UniProt O95271 Formula C₂₆H₂₇N₅O₄S

pchembl 10.19 ~0.1 nM

Mol. weight 505.60 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5880126
UniProt (similar protein): O95271
pchembl: 10.190 (~0.1 nM)
Target protein: VK055_3566

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 505.60 Da

LogP (Crippen) 4.31

H-bond donors 2

H-bond acceptors 8

TPSA 123.00 Å²

Rotatable bonds 8

Aromatic rings 4 / 5

Heavy atoms 36

Fraction sp³ C 0.35

Formula C₂₆H₂₇N₅O₄S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 123.0
−1 ≤ LogP ≤ 5 4.31

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 505.6
LogP ≤ 5 4.31
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 8
TPSA ≤ 140 Å² 123.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1cccc(-c2nnc([C@H]3CC[C@H](NC(=O)CCSc4nc5ccccc5c(=O)[nH]4)CC3)o2)c1

InChI

InChI=1S/C26H27N5O4S/c1-34-19-6-4-5-17(15-19)25-31-30-24(35-25)16-9-11-18(12-10-16)27-22(32)13-14-36-26-28-21-8-3-2-7-20(21)23(33)29-26/h2-8,15-16,18H,9-14H2,1H3,(H,27,32)(H,28,29,33)/t16-,18-

InChIKey

RZUVUWOWRCUVFD-SAABIXHNSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Activity: 452128
Curation: pdb_similarity_tanimoto
Binding sites: PF00644

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5880126 →
UniProt UniProt O95271 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5880126”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3566.

PDB 125

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)