Ligand profile

CHEMBL3964255

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₂₄H₃₃Cl₂N₃O₅S
pchembl 7.34 ~45.7 nM
Mol. weight 546.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3964255
UniProt (similar protein)
P26433
pchembl
7.340 (~45.7 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 546.52 Da
LogP (Crippen) 2.86
H-bond donors 2
H-bond acceptors 7
TPSA 103.12 Ų
Rotatable bonds 14
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.50
Formula C₂₄H₃₃Cl₂N₃O₅S

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 103.1
  • −1 ≤ LogP ≤ 5 2.86
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 546.5
  • LogP ≤ 5 2.86
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 103.1
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)NCCOCCOCCOCCN)c2)C1
InChI 
InChI=1S/C24H33Cl2N3O5S/c1-29-16-22(21-14-19(25)15-24(26)23(21)17-29)18-3-2-4-20(13-18)35(30,31)28-6-8-33-10-12-34-11-9-32-7-5-27/h2-4,13-15,22,28H,5-12,16-17,27H2,1H3/t22-/m0/s1
InChIKey 
INYHTNOHKPVFNR-QFIPXVFZSA-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_0145.

PDB 4

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)