Ligand profile

CHEMBL5209113

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₀H₁₈ClF₅N₆O₅
pchembl 8.96 ~1.1 nM
Mol. weight 552.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5209113
UniProt (similar protein)
Q02127
pchembl
8.960 (~1.1 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.84 Da
LogP (Crippen) 2.86
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 0.35
Formula C₂₀H₁₈ClF₅N₆O₅

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 2.86
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 552.8
  • LogP ≤ 5 2.86
  • 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(F)cnc(OC)c3Cl)cc2F)c1=O
InChI 
InChI=1S/C20H18ClF5N6O5/c1-4-31-12(7-33)30-32(19(31)35)15-10(22)5-9(17(29-15)37-8(2)20(24,25)26)16(34)28-14-11(23)6-27-18(36-3)13(14)21/h5-6,8,33H,4,7H2,1-3H3,(H,27,28,34)/t8-/m0/s1
InChIKey 
HURVWBMKBFRRLF-QMMMGPOBSA-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)