Ligand profile

CHEMBL5206111

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₁H₂₁ClF₄N₆O₅
pchembl 9.10 ~0.8 nM
Mol. weight 548.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5206111
UniProt (similar protein)
Q02127
pchembl
9.100 (~0.8 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 548.88 Da
LogP (Crippen) 3.03
H-bond donors 2
H-bond acceptors 10
TPSA 133.39 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 37
Fraction sp³ C 0.38
Formula C₂₁H₂₁ClF₄N₆O₅

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 133.4
  • −1 ≤ LogP ≤ 5 3.03
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 548.9
  • LogP ≤ 5 3.03
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 133.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCn1c(CO)nn(-c2nc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(C)cc(OC)nc3Cl)cc2F)c1=O
InChI 
InChI=1S/C21H21ClF4N6O5/c1-5-31-13(8-33)30-32(20(31)35)17-12(23)7-11(19(29-17)37-10(3)21(24,25)26)18(34)28-15-9(2)6-14(36-4)27-16(15)22/h6-7,10,33H,5,8H2,1-4H3,(H,28,34)/t10-/m0/s1
InChIKey 
CGAXKMNKVIUWQA-JTQLQIEISA-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)