Ligand profile

CHEMBL4851260

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₁H₁₇ClF₅N₇O₃
pchembl 9.42 ~0.4 nM
Mol. weight 545.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4851260
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 545.86 Da
LogP (Crippen) 3.89
H-bond donors 2
H-bond acceptors 10
TPSA 119.98 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.29
Formula C₂₁H₁₇ClF₅N₇O₃

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 120.0
  • −1 ≤ LogP ≤ 5 3.89
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 545.9
  • LogP ≤ 5 3.89
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 120.0
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)c3c(Nc4c(F)cccc4Cl)nncc3c2F)c1=O
InChI 
InChI=1S/C21H17ClF5N7O3/c1-3-33-13(8-35)32-34(20(33)36)18-15(24)10-7-28-31-17(29-16-11(22)5-4-6-12(16)23)14(10)19(30-18)37-9(2)21(25,26)27/h4-7,9,35H,3,8H2,1-2H3,(H,29,31)/t9-/m0/s1
InChIKey 
GFRIMQHCZPUTQX-VIFPVBQESA-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)