Ligand profile

CHEMBL193344

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₆H₃₅F₂NO₃S
pchembl 7.66 ~21.9 nM
Mol. weight 479.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL193344
UniProt (similar protein)
Q12908
pchembl
7.660 (~21.9 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.63 Da
LogP (Crippen) 5.68
H-bond donors 1
H-bond acceptors 4
TPSA 57.61 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 33
Fraction sp³ C 0.54
Formula C₂₆H₃₅F₂NO₃S

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 57.6
  • −1 ≤ LogP ≤ 5 5.68
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 479.6
  • LogP ≤ 5 5.68
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 57.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCC1(CCCC)CS(=O)(=O)c2ccc(N(C)C)cc2[C@@H](c2ccc(F)c(F)c2)[C@H]1O
InChI 
InChI=1S/C26H35F2NO3S/c1-5-7-13-26(14-8-6-2)17-33(31,32)23-12-10-19(29(3)4)16-20(23)24(25(26)30)18-9-11-21(27)22(28)15-18/h9-12,15-16,24-25,30H,5-8,13-14,17H2,1-4H3/t24-,25-/m1/s1
InChIKey 
UODINYVAOXMZAK-JWQCQUIFSA-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
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)