Ligand profile

CHEMBL5631496

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0334 — ABC transporter family protein

Via homolog UniProt Q9UNQ0 Formula C₂₉H₄₀N₄O₄
pchembl 6.92 ~120.2 nM
Mol. weight 508.66 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5631496
UniProt (similar protein)
Q9UNQ0
pchembl
6.920 (~120.2 nM)
Target protein
VK055_0334

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 508.66 Da
LogP (Crippen) 3.99
H-bond donors 3
H-bond acceptors 4
TPSA 103.53 Ų
Rotatable bonds 9
Aromatic rings 2 / 5
Heavy atoms 37
Fraction sp³ C 0.62
Formula C₂₉H₄₀N₄O₄

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 103.5
  • −1 ≤ LogP ≤ 5 3.99
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 508.7
  • LogP ≤ 5 3.99
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 103.5
PAINS Alert

Matches PAINS filter: indol_3yl_alk(461). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2c3c([nH]c2c1)[C@H](CC(C)C)N1C(=O)[C@H](CCCCNC(=O)C2CCCC2)NC(=O)[C@@H]1C3
InChI 
InChI=1S/C29H40N4O4/c1-17(2)14-24-26-21(20-12-11-19(37-3)15-23(20)31-26)16-25-28(35)32-22(29(36)33(24)25)10-6-7-13-30-27(34)18-8-4-5-9-18/h11-12,15,17-18,22,24-25,31H,4-10,13-14,16H2,1-3H3,(H,30,34)(H,32,35)/t22-,24-,25-/m0/s1
InChIKey 
NRVWBVFPBLVJNB-HVCNVCAESA-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
PF01061

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_0334.

PDB 8

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

Ligand PDB entry

ChEMBL 32

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)