Ligand profile

CHEMBL4294068

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₇₆H₁₀₁Cl₆N₁₃O₁₅S₃
pchembl 8.13 ~7.4 nM
Mol. weight 1745.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4294068
UniProt (similar protein)
P48764
pchembl
8.130 (~7.4 nM)
Target protein
VK055_3002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1745.64 Da
LogP (Crippen) 8.44
H-bond donors 10
H-bond acceptors 19
TPSA 353.02 Ų
Rotatable bonds 45
Aromatic rings 6 / 9
Heavy atoms 113
Fraction sp³ C 0.49
Formula C₇₆H₁₀₁Cl₆N₁₃O₁₅S₃

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 353.0
  • −1 ≤ LogP ≤ 5 8.44
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1745.6
  • LogP ≤ 5 8.44
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 19
Veber's rules Fail
  • Rotatable bonds ≤ 10 45
  • TPSA ≤ 140 Ų 353.0
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)NCCC(N)(CCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)CCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C76H101Cl6N13O15S3/c1-93-46-64(61-40-55(77)43-70(80)67(61)49-93)52-7-4-10-58(37-52)111(99,100)90-22-28-108-34-31-105-25-19-87-73(96)84-16-13-76(83,14-17-85-74(97)88-20-26-106-32-35-109-29-23-91-112(101,102)59-11-5-8-53(38-59)65-47-94(2)50-68-62(65)41-56(78)44-71(68)81)15-18-86-75(98)89-21-27-107-33-36-110-30-24-92-113(103,104)60-12-6-9-54(39-60)66-48-95(3)51-69-63(66)42-57(79)45-72(69)82/h4-12,37-45,64-66,90-92H,13-36,46-51,83H2,1-3H3,(H2,84,87,96)(H2,85,88,97)(H2,86,89,98)/t64-,65-,66-/m0/s1
InChIKey 
NLJAYLBXLNJJFE-MHKGRQNNSA-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
763218
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)