Ligand profile

CHEMBL4063438

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3667 — pirin-like protein

Via homolog UniProt O00625 Formula C₂₈H₂₅N₃O₃
pchembl 7.57 ~26.9 nM
Mol. weight 451.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4063438
UniProt (similar protein)
O00625
pchembl
7.570 (~26.9 nM)
Target protein
VK055_3667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 451.53 Da
LogP (Crippen) 5.43
H-bond donors 2
H-bond acceptors 4
TPSA 80.32 Ų
Rotatable bonds 4
Aromatic rings 4 / 5
Heavy atoms 34
Fraction sp³ C 0.18
Formula C₂₈H₂₅N₃O₃

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 80.3
  • −1 ≤ LogP ≤ 5 5.43
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 451.5
  • LogP ≤ 5 5.43
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 80.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc2cc(C(=O)Nc3cc(NC(=O)c4ccc5c(c4)COCC5)ccc3C)ccc2n1
InChI 
InChI=1S/C28H25N3O3/c1-17-3-9-24(30-27(32)21-7-6-19-11-12-34-16-23(19)14-21)15-26(17)31-28(33)22-8-10-25-20(13-22)5-4-18(2)29-25/h3-10,13-15H,11-12,16H2,1-2H3,(H,30,32)(H,31,33)
InChIKey 
PKYOZVHLKBGHID-UHFFFAOYSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF02678

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_3667.

PDB 5

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

Ligand PDB entry

ChEMBL 9

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)