Ligand profile

CHEMBL5431927

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₁H₂₂ClF₄N₅O₃
pchembl 9.42 ~0.4 nM
Mol. weight 503.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5431927
UniProt (similar protein)
Q02127
pchembl
9.420 (~0.4 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.88 Da
LogP (Crippen) 4.81
H-bond donors 3
H-bond acceptors 6
TPSA 105.06 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 34
Fraction sp³ C 0.38
Formula C₂₁H₂₂ClF₄N₅O₃

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 105.1
  • −1 ≤ LogP ≤ 5 4.81
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.9
  • LogP ≤ 5 4.81
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 105.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cn(-c2cc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(C)n[nH]c3Cl)cc2F)nc1C(C)(C)O
InChI 
InChI=1S/C21H22ClF4N5O3/c1-9-8-31(30-17(9)20(4,5)33)14-7-15(34-11(3)21(24,25)26)12(6-13(14)23)19(32)27-16-10(2)28-29-18(16)22/h6-8,11,33H,1-5H3,(H,27,32)(H,28,29)/t11-/m0/s1
InChIKey 
PAEUBOSKPQOSHM-NSHDSACASA-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)