Ligand profile

CHEMBL3918908

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₄₀H₅₈N₄O₁₂S₂
pchembl 7.97 ~10.7 nM
Mol. weight 851.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3918908
UniProt (similar protein)
Q12908
pchembl
7.970 (~10.7 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 851.05 Da
LogP (Crippen) 4.53
H-bond donors 7
H-bond acceptors 13
TPSA 256.26 Ų
Rotatable bonds 16
Aromatic rings 3 / 5
Heavy atoms 58
Fraction sp³ C 0.53
Formula C₄₀H₅₈N₄O₁₂S₂

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 256.3
  • −1 ≤ LogP ≤ 5 4.53
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 851.1
  • LogP ≤ 5 4.53
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 256.3
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](c2cccc(NC(=O)N[C@@H]3O[C@H](COS(=O)(=O)O)[C@@H](O)[C@H](OCc4ccccc4)[C@H]3O)c2)[C@H]1O.N
InChI 
InChI=1S/C40H55N3O12S2.H3N/c1-5-7-19-40(20-8-6-2)25-56(48,49)32-18-17-29(43(3)4)22-30(32)33(37(40)46)27-15-12-16-28(21-27)41-39(47)42-38-35(45)36(53-23-26-13-10-9-11-14-26)34(44)31(55-38)24-54-57(50,51)52;/h9-18,21-22,31,33-38,44-46H,5-8,19-20,23-25H2,1-4H3,(H2,41,42,47)(H,50,51,52);1H3/t31-,33-,34-,35-,36+,37-,38-;/m1./s1
InChIKey 
MVMPTFMRTOCUNN-IKPPCVGLSA-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)