Ligand profile

CHEMBL3947345

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5137 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₄H₇₀Cl₄N₈O₁₄S₂
pchembl 7.90 ~12.6 nM
Mol. weight 1261.14 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3947345
UniProt (similar protein)
P48764
pchembl
7.900 (~12.6 nM)
Target protein
VK055_5137

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1261.14 Da
LogP (Crippen) 3.78
H-bond donors 6
H-bond acceptors 16
TPSA 275.02 Ų
Rotatable bonds 35
Aromatic rings 4 / 6
Heavy atoms 82
Fraction sp³ C 0.48
Formula C₅₄H₇₀Cl₄N₈O₁₄S₂

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 275.0
  • −1 ≤ LogP ≤ 5 3.78
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1261.1
  • LogP ≤ 5 3.78
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 35
  • TPSA ≤ 140 Ų 275.0
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)NCCOCCOCCNC(=O)CN(CCN(CC(=O)O)CC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)CC(=O)O)c2)C1
InChI 
InChI=1S/C54H70Cl4N8O14S2/c1-63-29-45(43-25-39(55)27-49(57)47(43)31-63)37-5-3-7-41(23-37)81(73,74)61-11-17-79-21-19-77-15-9-59-51(67)33-65(35-53(69)70)13-14-66(36-54(71)72)34-52(68)60-10-16-78-20-22-80-18-12-62-82(75,76)42-8-4-6-38(24-42)46-30-64(2)32-48-44(46)26-40(56)28-50(48)58/h3-8,23-28,45-46,61-62H,9-22,29-36H2,1-2H3,(H,59,67)(H,60,68)(H,69,70)(H,71,72)/t45-,46-/m0/s1
InChIKey 
HKZYQWDVAKLQCU-ZYBCLOSLSA-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
Activity
763058
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_5137.

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)