Ligand profile

CHEMBL2387525

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₈H₃₈N₂O₆S
pchembl 7.50 ~31.6 nM
Mol. weight 530.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2387525
UniProt (similar protein)
Q12908
pchembl
7.500 (~31.6 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.69 Da
LogP (Crippen) 4.34
H-bond donors 3
H-bond acceptors 6
TPSA 121.80 Ų
Rotatable bonds 10
Aromatic rings 2 / 3
Heavy atoms 37
Fraction sp³ C 0.50
Formula C₂₈H₃₈N₂O₆S

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 121.8
  • −1 ≤ LogP ≤ 5 4.34
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 530.7
  • LogP ≤ 5 4.34
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 121.8
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)NCC(C)(C)C(=O)O)c(OC)cc2[C@@H](c2ccccc2)N1
InChI 
InChI=1S/C28H38N2O6S/c1-6-8-14-28(7-2)18-37(34,35)23-16-20(25(31)29-17-27(3,4)26(32)33)22(36-5)15-21(23)24(30-28)19-12-10-9-11-13-19/h9-13,15-16,24,30H,6-8,14,17-18H2,1-5H3,(H,29,31)(H,32,33)/t24-,28-/m1/s1
InChIKey 
WAALSHILIAIMSO-UFHPHHKVSA-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
302694
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)