Ligand profile

CHEMBL4859161

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₅H₂₄ClF₄N₅O₄
pchembl 9.40 ~0.4 nM
Mol. weight 569.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4859161
UniProt (similar protein)
Q02127
pchembl
9.400 (~0.4 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 569.94 Da
LogP (Crippen) 5.07
H-bond donors 1
H-bond acceptors 9
TPSA 94.64 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 39
Fraction sp³ C 0.32
Formula C₂₅H₂₄ClF₄N₅O₄

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 94.6
  • −1 ≤ LogP ≤ 5 5.07
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 569.9
  • LogP ≤ 5 5.07
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 94.6
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(N(C)C)c4Cl)nccc3c2)c1=O
InChI 
InChI=1S/C25H24ClF4N5O4/c1-5-34-19(12-36)32-35(24(34)37)15-10-14-8-9-31-23(20(14)18(11-15)38-13(2)25(28,29)30)39-22-16(27)6-7-17(21(22)26)33(3)4/h6-11,13,36H,5,12H2,1-4H3/t13-/m0/s1
InChIKey 
NUGCSYQFJCAFSO-ZDUSSCGKSA-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)