Ligand profile

CHEMBL1713695

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3424 — drug resistance transporter, Bcr/CflA subfamily protein

Via homolog UniProt P28873 Formula C₂₈H₂₉NO₂S
Mol. weight 443.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1713695
UniProt (similar protein)
P28873
Target protein
VK055_3424

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 443.61 Da
LogP (Crippen) 7.11
H-bond donors 0
H-bond acceptors 4
TPSA 21.70 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 32
Fraction sp³ C 0.29
Formula C₂₈H₂₉NO₂S

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 21.7
  • −1 ≤ LogP ≤ 5 7.11
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 443.6
  • LogP ≤ 5 7.11
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 21.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccccc1-c1sc2ccccc2c1-c1ccc(OCCN2CCCCC2)cc1
InChI 
InChI=1S/C28H29NO2S/c1-30-25-11-5-3-9-23(25)28-27(24-10-4-6-12-26(24)32-28)21-13-15-22(16-14-21)31-20-19-29-17-7-2-8-18-29/h3-6,9-16H,2,7-8,17-20H2,1H3
InChIKey 
YMSXBMKZFMDQFV-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
Activity
active
Binding sites
PF07690

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_3424.

PDB 4

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

Ligand PDB entry

ChEMBL 48

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)