Ligand profile

CHEMBL3343042

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3340 — UDP-N-acetylglucosamine diphosphorylase/glucosamine-1-phosphate N-acetyltransferase

Via homolog UniProt C3SLB7 Formula C₂₉H₂₆N₆O₃
pchembl 6.19 ~645.7 nM
Mol. weight 506.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3343042
UniProt (similar protein)
C3SLB7
pchembl
6.190 (~645.7 nM)
Target protein
VK055_3340

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 506.57 Da
LogP (Crippen) 5.39
H-bond donors 4
H-bond acceptors 8
TPSA 121.29 Ų
Rotatable bonds 9
Aromatic rings 5 / 5
Heavy atoms 38
Fraction sp³ C 0.10
Formula C₂₉H₂₆N₆O₃

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 121.3
  • −1 ≤ LogP ≤ 5 5.39
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 506.6
  • LogP ≤ 5 5.39
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 121.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cc2c(Nc3ccc(NC(=O)c4ccccc4)cc3)nc(NCCc3ccccn3)nc2cc1O
InChI 
InChI=1S/C29H26N6O3/c1-38-26-17-23-24(18-25(26)36)34-29(31-16-14-20-9-5-6-15-30-20)35-27(23)32-21-10-12-22(13-11-21)33-28(37)19-7-3-2-4-8-19/h2-13,15,17-18,36H,14,16H2,1H3,(H,33,37)(H2,31,32,34,35)
InChIKey 
LCHQFTFHRSXLRC-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
PF12804

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_3340.

PDB 12

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

Ligand PDB entry

ChEMBL 34

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)