Ligand profile

CHEMBL5198030

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₁₉H₁₆Cl₂F₄N₆O₄
pchembl 9.22 ~0.6 nM
Mol. weight 539.27 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5198030
UniProt (similar protein)
Q02127
pchembl
9.220 (~0.6 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 539.27 Da
LogP (Crippen) 3.36
H-bond donors 2
H-bond acceptors 9
TPSA 124.16 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.32
Formula C₁₉H₁₆Cl₂F₄N₆O₄

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 124.2
  • −1 ≤ LogP ≤ 5 3.36
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 539.3
  • LogP ≤ 5 3.36
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 124.2
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(Cl)ccnc3Cl)cc2F)c1=O
InChI 
InChI=1S/C19H16Cl2F4N6O4/c1-3-30-12(7-32)29-31(18(30)34)15-11(22)6-9(17(28-15)35-8(2)19(23,24)25)16(33)27-13-10(20)4-5-26-14(13)21/h4-6,8,32H,3,7H2,1-2H3,(H,27,33)/t8-/m0/s1
InChIKey 
MABAKNPESMQWLN-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)