Ligand profile

CHEMBL5853977

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3566 — ankyrin repeat family protein

Via homolog UniProt O95271 Formula C₂₇H₂₉N₅O₄
pchembl 9.30 ~0.5 nM
Mol. weight 487.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5853977
UniProt (similar protein)
O95271
pchembl
9.300 (~0.5 nM)
Target protein
VK055_3566

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 487.56 Da
LogP (Crippen) 4.15
H-bond donors 2
H-bond acceptors 7
TPSA 123.00 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.37
Formula C₂₇H₂₉N₅O₄

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 123.0
  • −1 ≤ LogP ≤ 5 4.15
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 487.6
  • LogP ≤ 5 4.15
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 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)CCCc4nc5ccccc5c(=O)[nH]4)CC3)o2)c1
InChI 
InChI=1S/C27H29N5O4/c1-35-20-7-4-6-18(16-20)27-32-31-26(36-27)17-12-14-19(15-13-17)28-24(33)11-5-10-23-29-22-9-3-2-8-21(22)25(34)30-23/h2-4,6-9,16-17,19H,5,10-15H2,1H3,(H,28,33)(H,29,30,34)/t17-,19-
InChIKey 
FDICCIFLUUYDFS-UAPYVXQJSA-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
452040
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)