Ligand profile

CHEMBL5202545

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₃H₇₂Cl₄N₈O₁₂S₂
pchembl 8.70 ~2.0 nM
Mol. weight 1219.15 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5202545
UniProt (similar protein)
P48764
pchembl
8.700 (~2.0 nM)
Target protein
VK055_3002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1219.15 Da
LogP (Crippen) 5.80
H-bond donors 6
H-bond acceptors 14
TPSA 236.46 Ų
Rotatable bonds 34
Aromatic rings 4 / 6
Heavy atoms 79
Fraction sp³ C 0.51
Formula C₅₃H₇₂Cl₄N₈O₁₂S₂

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 236.5
  • −1 ≤ LogP ≤ 5 5.80
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1219.1
  • LogP ≤ 5 5.80
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 34
  • TPSA ≤ 140 Ų 236.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1Cc2c(Cl)cc(Cl)cc2[C@H](c2cccc(S(=O)(=O)NCCOCCOCCOCCNC(=O)NCCCNC(=O)NCCOCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C53H72Cl4N8O12S2/c1-64-34-46(44-30-40(54)32-50(56)48(44)36-64)38-6-3-8-42(28-38)78(68,69)62-14-18-74-22-26-76-24-20-72-16-12-60-52(66)58-10-5-11-59-53(67)61-13-17-73-21-25-77-27-23-75-19-15-63-79(70,71)43-9-4-7-39(29-43)47-35-65(2)37-49-45(47)31-41(55)33-51(49)57/h3-4,6-9,28-33,46-47,62-63H,5,10-27,34-37H2,1-2H3,(H2,58,60,66)(H2,59,61,67)/t46-,47-/m0/s1
InChIKey 
ZELWSNMQBCKLQN-MVRBIKRMSA-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
PF00999

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_3002.

PDB 2

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)