Ligand profile

CHEMBL3658910

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₀H₄₂N₂O₇S
pchembl 8.22 ~6.0 nM
Mol. weight 574.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3658910
UniProt (similar protein)
Q12908
pchembl
8.220 (~6.0 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 574.74 Da
LogP (Crippen) 4.69
H-bond donors 4
H-bond acceptors 7
TPSA 142.03 Ų
Rotatable bonds 15
Aromatic rings 2 / 3
Heavy atoms 40
Fraction sp³ C 0.53
Formula C₃₀H₄₂N₂O₇S

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 142.0
  • −1 ≤ LogP ≤ 5 4.69
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 574.7
  • LogP ≤ 5 4.69
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 142.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCC1(CCCC)CS(=O)(=O)c2cc(CNC(CC(=O)O)CC(=O)O)c(OC)cc2C(c2ccccc2)N1
InChI 
InChI=1S/C30H42N2O7S/c1-4-6-13-30(14-7-5-2)20-40(37,38)26-15-22(19-31-23(16-27(33)34)17-28(35)36)25(39-3)18-24(26)29(32-30)21-11-9-8-10-12-21/h8-12,15,18,23,29,31-32H,4-7,13-14,16-17,19-20H2,1-3H3,(H,33,34)(H,35,36)
InChIKey 
NWQMRLFYJYLMGL-UHFFFAOYSA-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
302757
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)