Ligand profile

CHEMBL4291672

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5137 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₇₇H₁₀₂Cl₆N₁₂O₁₅S₃
pchembl 8.10 ~7.9 nM
Mol. weight 1744.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4291672
UniProt (similar protein)
P48764
pchembl
8.100 (~7.9 nM)
Target protein
VK055_5137

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1744.65 Da
LogP (Crippen) 9.75
H-bond donors 6
H-bond acceptors 18
TPSA 300.63 Ų
Rotatable bonds 44
Aromatic rings 6 / 9
Heavy atoms 113
Fraction sp³ C 0.49
Formula C₇₇H₁₀₂Cl₆N₁₂O₁₅S₃

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 300.6
  • −1 ≤ LogP ≤ 5 9.75
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1744.7
  • LogP ≤ 5 9.75
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 44
  • TPSA ≤ 140 Ų 300.6
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)N(C)CCCN(CCCN(C)C(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)C(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C77H102Cl6N12O15S3/c1-90-48-66(63-42-57(78)45-72(81)69(63)51-90)54-11-6-14-60(39-54)111(99,100)87-20-30-108-36-33-105-27-17-84-75(96)93(4)23-9-25-95(77(98)86-19-29-107-35-38-110-32-22-89-113(103,104)62-16-8-13-56(41-62)68-50-92(3)53-71-65(68)44-59(80)47-74(71)83)26-10-24-94(5)76(97)85-18-28-106-34-37-109-31-21-88-112(101,102)61-15-7-12-55(40-61)67-49-91(2)52-70-64(67)43-58(79)46-73(70)82/h6-8,11-16,39-47,66-68,87-89H,9-10,17-38,48-53H2,1-5H3,(H,84,96)(H,85,97)(H,86,98)/t66-,67+,68-/m0/s1
InChIKey 
LRGBKSUNUYVGHC-DOFIMEDASA-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_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)