Ligand profile

CHEMBL3909231

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₆H₇₄Cl₂F₂N₈O₁₄S₂
pchembl 8.20 ~6.3 nM
Mol. weight 1256.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3909231
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 1256.29 Da
LogP (Crippen) 4.20
H-bond donors 8
H-bond acceptors 16
TPSA 276.92 Ų
Rotatable bonds 33
Aromatic rings 4 / 8
Heavy atoms 84
Fraction sp³ C 0.54
Formula C₅₆H₇₄Cl₂F₂N₈O₁₄S₂

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 276.9
  • −1 ≤ LogP ≤ 5 4.20
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1256.3
  • LogP ≤ 5 4.20
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 33
  • TPSA ≤ 140 Ų 276.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCCCNC(=O)NCCOCCOCCNS(=O)(=O)c1ccc(O[C@H]2c3cc(Cl)cc(F)c3C[C@@H]2N2CC[C@@H](O)C2)cc1)NCCOCCOCCNS(=O)(=O)c1ccc(O[C@H]2c3cc(Cl)cc(F)c3C[C@@H]2N2CC[C@@H](O)C2)cc1
InChI 
InChI=1S/C56H74Cl2F2N8O14S2/c57-37-29-47-45(49(59)31-37)33-51(67-19-11-39(69)35-67)53(47)81-41-3-7-43(8-4-41)83(73,74)65-17-23-79-27-25-77-21-15-63-55(71)61-13-1-2-14-62-56(72)64-16-22-78-26-28-80-24-18-66-84(75,76)44-9-5-42(6-10-44)82-54-48-30-38(58)32-50(60)46(48)34-52(54)68-20-12-40(70)36-68/h3-10,29-32,39-40,51-54,65-66,69-70H,1-2,11-28,33-36H2,(H2,61,63,71)(H2,62,64,72)/t39-,40-,51+,52+,53+,54+/m1/s1
InChIKey 
VSLGVHBORZOXHE-CINCTQFYSA-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
763212
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)