Ligand profile

CHEMBL371075

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₆H₅₈N₂O₈S
pchembl 8.05 ~8.9 nM
Mol. weight 678.93 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL371075
UniProt (similar protein)
Q12908
pchembl
8.050 (~8.9 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 678.93 Da
LogP (Crippen) 4.10
H-bond donors 3
H-bond acceptors 10
TPSA 129.00 Ų
Rotatable bonds 22
Aromatic rings 2 / 3
Heavy atoms 47
Fraction sp³ C 0.67
Formula C₃₆H₅₈N₂O₈S

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 129.0
  • −1 ≤ LogP ≤ 5 4.10
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 678.9
  • LogP ≤ 5 4.10
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 22
  • TPSA ≤ 140 Ų 129.0
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(CCO)CCO)cc2)[C@H]1O
InChI 
InChI=1S/C36H58N2O8S/c1-5-7-15-36(16-8-6-2)28-47(42,43)33-14-11-30(37(3)4)27-32(33)34(35(36)41)29-9-12-31(13-10-29)46-26-25-45-24-23-44-22-19-38(17-20-39)18-21-40/h9-14,27,34-35,39-41H,5-8,15-26,28H2,1-4H3/t34-,35-/m1/s1
InChIKey 
RXYHGJFABSSDSJ-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)