Ligand profile

CHEMBL364224

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₆H₅₈N₂O₆S
pchembl 7.52 ~30.2 nM
Mol. weight 646.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL364224
UniProt (similar protein)
Q12908
pchembl
7.520 (~30.2 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 646.94 Da
LogP (Crippen) 6.15
H-bond donors 1
H-bond acceptors 8
TPSA 88.54 Ų
Rotatable bonds 20
Aromatic rings 2 / 3
Heavy atoms 45
Fraction sp³ C 0.67
Formula C₃₆H₅₈N₂O₆S

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 88.5
  • −1 ≤ LogP ≤ 5 6.15
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 646.9
  • LogP ≤ 5 6.15
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 88.5
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(OCCOCCOCCN(CC)CC)cc2)[C@H]1O
InChI 
InChI=1S/C36H58N2O6S/c1-7-11-19-36(20-12-8-2)28-45(40,41)33-18-15-30(37(5)6)27-32(33)34(35(36)39)29-13-16-31(17-14-29)44-26-25-43-24-23-42-22-21-38(9-3)10-4/h13-18,27,34-35,39H,7-12,19-26,28H2,1-6H3/t34-,35-/m1/s1
InChIKey 
UFHHHSCOCABBCH-VSJLXWSYSA-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)