Ligand profile

CHEMBL3917693

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3566 — ankyrin repeat family protein

Via homolog UniProt O95271 Formula C₂₇H₂₈N₆O₃
pchembl 9.50 ~0.3 nM
Mol. weight 484.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3917693
UniProt (similar protein)
O95271
pchembl
9.500 (~0.3 nM)
Target protein
VK055_3566

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 484.56 Da
LogP (Crippen) 4.50
H-bond donors 1
H-bond acceptors 7
TPSA 106.00 Ų
Rotatable bonds 4
Aromatic rings 4 / 6
Heavy atoms 36
Fraction sp³ C 0.37
Formula C₂₇H₂₈N₆O₃

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 106.0
  • −1 ≤ LogP ≤ 5 4.50
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 484.6
  • LogP ≤ 5 4.50
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 106.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)OC(=O)N([C@H]2CC[C@H](c3cnc4[nH]c(=O)n(-c5ncccn5)c4c3)CC2)[C@H]1c1ccccc1
InChI 
InChI=1S/C27H28N6O3/c1-27(2)22(18-7-4-3-5-8-18)32(26(35)36-27)20-11-9-17(10-12-20)19-15-21-23(30-16-19)31-25(34)33(21)24-28-13-6-14-29-24/h3-8,13-17,20,22H,9-12H2,1-2H3,(H,30,31,34)/t17-,20-,22-/m0/s1
InChIKey 
QYKQIPUMYRCBNC-XJABCFGWSA-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
403173
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)