Ligand profile

CHEMBL5857702

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3566 — ankyrin repeat family protein

Via homolog UniProt O95271 Formula C₂₃H₂₂ClN₅O₃S

pchembl 9.93 ~0.1 nM

Mol. weight 483.98 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5857702
UniProt (similar protein): O95271
pchembl: 9.930 (~0.1 nM)
Target protein: VK055_3566

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 483.98 Da

LogP (Crippen) 3.61

H-bond donors 3

H-bond acceptors 6

TPSA 112.64 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 33

Fraction sp³ C 0.30

Formula C₂₃H₂₂ClN₅O₃S

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 112.6
−1 ≤ LogP ≤ 5 3.61

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 484.0
LogP ≤ 5 3.61
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 112.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(CSc1nc2ccccc2c(=O)[nH]1)N[C@H]1CC[C@H](n2c(=O)[nH]c3ccc(Cl)cc32)CC1

InChI

InChI=1S/C23H22ClN5O3S/c24-13-5-10-18-19(11-13)29(23(32)27-18)15-8-6-14(7-9-15)25-20(30)12-33-22-26-17-4-2-1-3-16(17)21(31)28-22/h1-5,10-11,14-15H,6-9,12H2,(H,25,30)(H,27,32)(H,26,28,31)/t14-,15-

InChIKey

ORMXFDLXICVSQJ-SHTZXODSSA-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: 452110
Curation: pdb_similarity_tanimoto
Binding sites: PF00644

External resources

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

ChEMBL ChEMBL compound CHEMBL5857702 →
UniProt UniProt O95271 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5857702”) →

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)