Ligand profile

CHEMBL372088

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₁H₄₅NO₆S
pchembl 8.07 ~8.5 nM
Mol. weight 559.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL372088
UniProt (similar protein)
Q12908
pchembl
8.070 (~8.5 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 559.77 Da
LogP (Crippen) 6.03
H-bond donors 2
H-bond acceptors 6
TPSA 104.14 Ų
Rotatable bonds 14
Aromatic rings 2 / 3
Heavy atoms 39
Fraction sp³ C 0.58
Formula C₃₁H₄₅NO₆S

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 104.1
  • −1 ≤ LogP ≤ 5 6.03
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 559.8
  • LogP ≤ 5 6.03
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 104.1
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(OCCCCC(=O)O)cc2)[C@H]1O
InChI 
InChI=1S/C31H45NO6S/c1-5-7-18-31(19-8-6-2)22-39(36,37)27-17-14-24(32(3)4)21-26(27)29(30(31)35)23-12-15-25(16-13-23)38-20-10-9-11-28(33)34/h12-17,21,29-30,35H,5-11,18-20,22H2,1-4H3,(H,33,34)/t29-,30-/m1/s1
InChIKey 
PNEYGNFPXALCRP-LOYHVIPDSA-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)