Ligand profile

CHEMBL5631668

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0334 — ABC transporter family protein

Via homolog UniProt Q9UNQ0 Formula C₂₈H₃₈N₄O₄
pchembl 6.92 ~120.2 nM
Mol. weight 494.64 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5631668
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 494.64 Da
LogP (Crippen) 3.74
H-bond donors 3
H-bond acceptors 4
TPSA 103.53 Ų
Rotatable bonds 7
Aromatic rings 2 / 5
Heavy atoms 36
Fraction sp³ C 0.61
Formula C₂₈H₃₈N₄O₄

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 3.74
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 494.6
  • LogP ≤ 5 3.74
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • 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](CCC(=O)NC2CCCCC2)NC(=O)[C@@H]1C3
InChI 
InChI=1S/C28H38N4O4/c1-16(2)13-23-26-20(19-10-9-18(36-3)14-22(19)30-26)15-24-27(34)31-21(28(35)32(23)24)11-12-25(33)29-17-7-5-4-6-8-17/h9-10,14,16-17,21,23-24,30H,4-8,11-13,15H2,1-3H3,(H,29,33)(H,31,34)/t21-,23-,24-/m0/s1
InChIKey 
ARLUDPKZXVEVAR-XWGVYQGASA-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)