Ligand profile

CHEMBL380789

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₂H₄₂N₂O₄S
pchembl 7.55 ~28.2 nM
Mol. weight 550.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL380789
UniProt (similar protein)
Q12908
pchembl
7.550 (~28.2 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 550.77 Da
LogP (Crippen) 6.37
H-bond donors 1
H-bond acceptors 6
TPSA 79.73 Ų
Rotatable bonds 11
Aromatic rings 3 / 4
Heavy atoms 39
Fraction sp³ C 0.47
Formula C₃₂H₄₂N₂O₄S

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 79.7
  • −1 ≤ LogP ≤ 5 6.37
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 550.8
  • LogP ≤ 5 6.37
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 79.7
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(OCc3ccncc3)cc2)[C@H]1O
InChI 
InChI=1S/C32H42N2O4S/c1-5-7-17-32(18-8-6-2)23-39(36,37)29-14-11-26(34(3)4)21-28(29)30(31(32)35)25-9-12-27(13-10-25)38-22-24-15-19-33-20-16-24/h9-16,19-21,30-31,35H,5-8,17-18,22-23H2,1-4H3/t30-,31-/m1/s1
InChIKey 
FEJKWWOXLAMVCR-FIRIVFDPSA-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)