Ligand profile

CHEMBL5883896

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₁H₂₀ClFN₆O₃
pchembl 9.54 ~0.3 nM
Mol. weight 458.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5883896
UniProt (similar protein)
Q02127
pchembl
9.540 (~0.3 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 458.88 Da
LogP (Crippen) 2.71
H-bond donors 2
H-bond acceptors 8
TPSA 110.73 Ų
Rotatable bonds 5
Aromatic rings 4 / 4
Heavy atoms 32
Fraction sp³ C 0.24
Formula C₂₁H₂₀ClFN₆O₃

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 110.7
  • −1 ≤ LogP ≤ 5 2.71
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 458.9
  • LogP ≤ 5 2.71
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 110.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C(C)c1cn(-c2c(C)n[nH]c2Cl)c(=O)c2cc(F)c(-n3nc(CO)n(CC)c3=O)cc12
InChI 
InChI=1S/C21H20ClFN6O3/c1-5-27-17(9-30)26-29(21(27)32)16-7-12-13(6-15(16)23)20(31)28(8-14(12)10(2)3)18-11(4)24-25-19(18)22/h6-8,30H,2,5,9H2,1,3-4H3,(H,24,25)
InChIKey 
HNJQBRIYSVUWBE-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
Activity
1226049
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)