Ligand profile

CHEMBL3658915

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₈H₃₆N₂O₈S
pchembl 7.72 ~19.1 nM
Mol. weight 560.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3658915
UniProt (similar protein)
Q12908
pchembl
7.720 (~19.1 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 560.67 Da
LogP (Crippen) 2.94
H-bond donors 2
H-bond acceptors 9
TPSA 137.10 Ų
Rotatable bonds 14
Aromatic rings 2 / 3
Heavy atoms 39
Fraction sp³ C 0.46
Formula C₂₈H₃₆N₂O₈S

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 137.1
  • −1 ≤ LogP ≤ 5 2.94
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 560.7
  • LogP ≤ 5 2.94
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 137.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@]1(CC)CS(=O)(=O)c2cc(C(=O)NC(COC=O)COC=O)c(OC)cc2[C@@H](c2ccccc2)N1
InChI 
InChI=1S/C28H36N2O8S/c1-4-6-12-28(5-2)17-39(34,35)25-14-22(27(33)29-21(15-37-18-31)16-38-19-32)24(36-3)13-23(25)26(30-28)20-10-8-7-9-11-20/h7-11,13-14,18-19,21,26,30H,4-6,12,15-17H2,1-3H3,(H,29,33)/t26-,28-/m1/s1
InChIKey 
HVQTVAWGMJXGIM-IXCJQBJRSA-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
302762
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)