Ligand profile

CHEMBL2048476

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3489 — dut

Via homolog UniProt P33316 Formula C₃₃H₃₁N₃O₄S₂
pchembl 6.64 ~229.1 nM
Mol. weight 597.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2048476
UniProt (similar protein)
P33316
pchembl
6.640 (~229.1 nM)
Target protein
VK055_3489

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 597.76 Da
LogP (Crippen) 5.70
H-bond donors 2
H-bond acceptors 7
TPSA 95.40 Ų
Rotatable bonds 9
Aromatic rings 5 / 6
Heavy atoms 42
Fraction sp³ C 0.24
Formula C₃₃H₃₁N₃O₄S₂

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 95.4
  • −1 ≤ LogP ≤ 5 5.70
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 597.8
  • LogP ≤ 5 5.70
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 95.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(CCCn1ccc(=O)[nH]c1=O)N1CCC[C@H]1C(O)(c1cccc(-c2ccsc2)c1)c1cccc(-c2ccsc2)c1
InChI 
InChI=1S/C33H31N3O4S2/c37-30-11-16-35(32(39)34-30)14-4-10-31(38)36-15-3-9-29(36)33(40,27-7-1-5-23(19-27)25-12-17-41-21-25)28-8-2-6-24(20-28)26-13-18-42-22-26/h1-2,5-8,11-13,16-22,29,40H,3-4,9-10,14-15H2,(H,34,37,39)/t29-/m0/s1
InChIKey 
ARKXLHPCWZABHD-LJAQVGFWSA-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
Binding sites
PF00692

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_3489.

PDB 1

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)