Ligand profile

CHEMBL3658878

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₆H₃₆N₂O₆S₂
pchembl 7.70 ~20.0 nM
Mol. weight 536.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3658878
UniProt (similar protein)
Q12908
pchembl
7.700 (~20.0 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 536.72 Da
LogP (Crippen) 3.51
H-bond donors 2
H-bond acceptors 7
TPSA 118.64 Ų
Rotatable bonds 10
Aromatic rings 2 / 3
Heavy atoms 36
Fraction sp³ C 0.50
Formula C₂₆H₃₆N₂O₆S₂

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 118.6
  • −1 ≤ LogP ≤ 5 3.51
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 536.7
  • LogP ≤ 5 3.51
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 118.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@]1(CC)CS(=O)(=O)c2cc(CCC(=O)NS(C)(=O)=O)c(OC)cc2[C@@H](c2ccccc2)N1
InChI 
InChI=1S/C26H36N2O6S2/c1-5-7-15-26(6-2)18-36(32,33)23-16-20(13-14-24(29)28-35(4,30)31)22(34-3)17-21(23)25(27-26)19-11-9-8-10-12-19/h8-12,16-17,25,27H,5-7,13-15,18H2,1-4H3,(H,28,29)/t25-,26-/m1/s1
InChIKey 
OUCRMKLLTCNFBX-CLJLJLNGSA-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
302704
Binding sites
PF01758

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_3063.

PDB 4

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)