Ligand profile

CHEMBL5818177

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3566 — ankyrin repeat family protein

Via homolog UniProt O95271 Formula C₂₅H₂₄ClN₅O₃S
pchembl 9.97 ~0.1 nM
Mol. weight 510.02 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5818177
UniProt (similar protein)
O95271
pchembl
9.970 (~0.1 nM)
Target protein
VK055_3566

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 510.02 Da
LogP (Crippen) 4.95
H-bond donors 2
H-bond acceptors 7
TPSA 113.77 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 35
Fraction sp³ C 0.32
Formula C₂₅H₂₄ClN₅O₃S

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 113.8
  • −1 ≤ LogP ≤ 5 4.95
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 510.0
  • LogP ≤ 5 4.95
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 113.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(CCSc1nc2ccccc2c(=O)[nH]1)N[C@H]1CC[C@H](c2nnc(-c3cccc(Cl)c3)o2)CC1
InChI 
InChI=1S/C25H24ClN5O3S/c26-17-5-3-4-16(14-17)24-31-30-23(34-24)15-8-10-18(11-9-15)27-21(32)12-13-35-25-28-20-7-2-1-6-19(20)22(33)29-25/h1-7,14-15,18H,8-13H2,(H,27,32)(H,28,29,33)/t15-,18-
InChIKey 
FNCGXYCQTPCQIV-RZDIXWSQSA-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
452126
Curation
pdb_similarity_tanimoto
Binding sites
PF00644

External resources

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

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)