Ligand profile

CHEMBL5405642

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₅H₂₄FN₃O
pchembl 9.74 ~0.2 nM
Mol. weight 401.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5405642
UniProt (similar protein)
Q02127
pchembl
9.740 (~0.2 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 401.49 Da
LogP (Crippen) 5.51
H-bond donors 1
H-bond acceptors 4
TPSA 60.91 Ų
Rotatable bonds 3
Aromatic rings 4 / 4
Heavy atoms 30
Fraction sp³ C 0.20
Formula C₂₅H₂₄FN₃O

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 60.9
  • −1 ≤ LogP ≤ 5 5.51
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 401.5
  • LogP ≤ 5 5.51
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 60.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccccc1-n1cc(C(C)C)c2cc(-c3ccc(C)c(N)n3)c(F)cc2c1=O
InChI 
InChI=1S/C25H24FN3O/c1-14(2)20-13-29(23-8-6-5-7-15(23)3)25(30)18-12-21(26)19(11-17(18)20)22-10-9-16(4)24(27)28-22/h5-14H,1-4H3,(H2,27,28)
InChIKey 
SMPITILEMXABBK-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
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)