Ligand profile

CHEMBL5194307

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₄H₂₅ClF₄N₆O₂
pchembl 9.00 ~1.0 nM
Mol. weight 540.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5194307
UniProt (similar protein)
Q02127
pchembl
9.000 (~1.0 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 540.95 Da
LogP (Crippen) 5.77
H-bond donors 2
H-bond acceptors 8
TPSA 90.02 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.38
Formula C₂₄H₂₅ClF₄N₆O₂

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 90.0
  • −1 ≤ LogP ≤ 5 5.77
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 540.9
  • LogP ≤ 5 5.77
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 90.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccnc(Cl)c1Nc1nn(C)c2c(F)c(-c3cn(C)c(C(C)(C)O)n3)cc(O[C@@H](C)C(F)(F)F)c12
InChI 
InChI=1S/C24H25ClF4N6O2/c1-11-7-8-30-20(25)18(11)32-21-16-15(37-12(2)24(27,28)29)9-13(17(26)19(16)35(6)33-21)14-10-34(5)22(31-14)23(3,4)36/h7-10,12,36H,1-6H3,(H,32,33)/t12-/m0/s1
InChIKey 
JKDVBRSZGMHNFZ-LBPRGKRZSA-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
PF01180

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_1513.

PDB 75

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)