Ligand profile

CHEMBL3658902

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₈H₄₀N₂O₇S₂
pchembl 7.89 ~12.9 nM
Mol. weight 580.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3658902
UniProt (similar protein)
Q12908
pchembl
7.890 (~12.9 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 580.77 Da
LogP (Crippen) 3.48
H-bond donors 3
H-bond acceptors 8
TPSA 138.87 Ų
Rotatable bonds 13
Aromatic rings 2 / 3
Heavy atoms 39
Fraction sp³ C 0.54
Formula C₂₈H₄₀N₂O₇S₂

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 138.9
  • −1 ≤ LogP ≤ 5 3.48
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 580.8
  • LogP ≤ 5 3.48
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 138.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@]1(CC)CS(=O)(=O)c2cc(CN[C@@H](CCS(C)(=O)=O)C(=O)O)c(OC)cc2[C@@H](c2ccccc2)N1
InChI 
InChI=1S/C28H40N2O7S2/c1-5-7-14-28(6-2)19-39(35,36)25-16-21(18-29-23(27(31)32)13-15-38(4,33)34)24(37-3)17-22(25)26(30-28)20-11-9-8-10-12-20/h8-12,16-17,23,26,29-30H,5-7,13-15,18-19H2,1-4H3,(H,31,32)/t23-,26+,28+/m0/s1
InChIKey 
CVPZAXFLSPHUAM-DANFDKMISA-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
302740
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)