Ligand profile

CHEMBL4855859

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₆H₂₅ClF₄N₄O₆
pchembl 9.39 ~0.4 nM
Mol. weight 600.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4855859
UniProt (similar protein)
Q02127
pchembl
9.390 (~0.4 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 600.95 Da
LogP (Crippen) 5.03
H-bond donors 1
H-bond acceptors 10
TPSA 109.86 Ų
Rotatable bonds 11
Aromatic rings 4 / 4
Heavy atoms 41
Fraction sp³ C 0.35
Formula C₂₆H₂₅ClF₄N₄O₆

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 109.9
  • −1 ≤ LogP ≤ 5 5.03
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 601.0
  • LogP ≤ 5 5.03
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 109.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCn1c(CO)nn(-c2cc(O[C@@H](C)C(F)(F)F)c3c(Oc4c(F)ccc(OCCOC)c4Cl)nccc3c2)c1=O
InChI 
InChI=1S/C26H25ClF4N4O6/c1-4-34-20(13-36)33-35(25(34)37)16-11-15-7-8-32-24(21(15)19(12-16)40-14(2)26(29,30)31)41-23-17(28)5-6-18(22(23)27)39-10-9-38-3/h5-8,11-12,14,36H,4,9-10,13H2,1-3H3/t14-/m0/s1
InChIKey 
IUKQAKIOADHXSE-AWEZNQCLSA-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)