Ligand profile

CHEMBL4573319

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0072 — holliday junction DNA helicase RuvB

Via homolog UniProt P55072 Formula C₂₄H₂₂F₃N₅O₃S
pchembl 7.00 ~100.0 nM
Mol. weight 517.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4573319
UniProt (similar protein)
P55072
pchembl
7.000 (~100.0 nM)
Target protein
VK055_0072

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 517.53 Da
LogP (Crippen) 4.68
H-bond donors 2
H-bond acceptors 7
TPSA 98.14 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.25
Formula C₂₄H₂₂F₃N₅O₃S

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 98.1
  • −1 ≤ LogP ≤ 5 4.68
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 517.5
  • LogP ≤ 5 4.68
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 98.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc2c(NS(=O)(=O)C(F)(F)F)cccc2n1-c1nc2c(c(NCc3ccccc3)n1)COCC2
InChI 
InChI=1S/C24H22F3N5O3S/c1-15-12-17-20(31-36(33,34)24(25,26)27)8-5-9-21(17)32(15)23-29-19-10-11-35-14-18(19)22(30-23)28-13-16-6-3-2-4-7-16/h2-9,12,31H,10-11,13-14H2,1H3,(H,28,29,30)
InChIKey 
LRZDLFRSMDPHRA-UHFFFAOYSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00004' 'PF17862

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_0072.

PDB 9

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)