Ligand profile

CHEMBL4289638

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₂H₇₀Cl₄N₈O₁₂S₂
pchembl 8.20 ~6.3 nM
Mol. weight 1205.12 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4289638
UniProt (similar protein)
P48764
pchembl
8.200 (~6.3 nM)
Target protein
VK055_3002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1205.12 Da
LogP (Crippen) 6.51
H-bond donors 5
H-bond acceptors 14
TPSA 227.67 Ų
Rotatable bonds 32
Aromatic rings 4 / 6
Heavy atoms 78
Fraction sp³ C 0.50
Formula C₅₂H₇₀Cl₄N₈O₁₂S₂

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 227.7
  • −1 ≤ LogP ≤ 5 6.51
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1205.1
  • LogP ≤ 5 6.51
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 32
  • TPSA ≤ 140 Ų 227.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)[C@H]1Cc2c(Cl)cc(Cl)cc2[C@@H]1Oc1ccc(S(=O)(=O)NCCOCCOCCNC(=O)NCCCCNC(=O)NCCOCCOCN(C)S(=O)(=O)c2ccc(O[C@H]3c4cc(Cl)cc(Cl)c4C[C@@H]3N(C)C)cc2)cc1
InChI 
InChI=1S/C52H70Cl4N8O12S2/c1-62(2)47-32-41-43(28-35(53)30-45(41)55)49(47)75-37-8-12-39(13-9-37)77(67,68)61-20-23-73-25-24-71-21-18-59-51(65)57-16-6-7-17-58-52(66)60-19-22-72-26-27-74-34-64(5)78(69,70)40-14-10-38(11-15-40)76-50-44-29-36(54)31-46(56)42(44)33-48(50)63(3)4/h8-15,28-31,47-50,61H,6-7,16-27,32-34H2,1-5H3,(H2,57,59,65)(H2,58,60,66)/t47-,48-,49-,50-/m0/s1
InChIKey 
OCUNVCAWAYDXJE-SIAPTGDMSA-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)