Ligand profile

CHEMBL3415071

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0ACC7 Formula C₂₆H₂₆N₄O₅S
pchembl 6.17 ~676.1 nM
Mol. weight 506.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3415071
UniProt (similar protein)
P0ACC7
pchembl
6.170 (~676.1 nM)
Target protein
VK055_3340

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 506.58 Da
LogP (Crippen) 3.68
H-bond donors 1
H-bond acceptors 7
TPSA 121.62 Ų
Rotatable bonds 7
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.27
Formula C₂₆H₂₆N₄O₅S

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 121.6
  • −1 ≤ LogP ≤ 5 3.68
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 506.6
  • LogP ≤ 5 3.68
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 121.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cc(OC)c(S(=O)(=O)N2c3ccccc3CC[C@@H]2C)cc1NC(=O)Cc1ccnc(C#N)c1
InChI 
InChI=1S/C26H26N4O5S/c1-17-8-9-19-6-4-5-7-22(19)30(17)36(32,33)25-14-21(23(34-2)15-24(25)35-3)29-26(31)13-18-10-11-28-20(12-18)16-27/h4-7,10-12,14-15,17H,8-9,13H2,1-3H3,(H,29,31)/t17-/m0/s1
InChIKey 
UJORNHGKEIZKLD-KRWDZBQOSA-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
PF00132

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)