Ligand profile

CHEMBL4793981

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₁H₁₂F₄N₂O₂

pchembl 9.00 ~1.0 nM

Mol. weight 400.33 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4793981
UniProt (similar protein): Q02127
pchembl: 9.000 (~1.0 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 400.33 Da

LogP (Crippen) 5.46

H-bond donors 2

H-bond acceptors 2

TPSA 65.98 Å²

Rotatable bonds 3

Aromatic rings 4 / 4

Heavy atoms 29

Fraction sp³ C 0.05

Formula C₂₁H₁₂F₄N₂O₂

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 66.0
−1 ≤ LogP ≤ 5 5.46

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 400.3
LogP ≤ 5 5.46
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 2

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 66.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1nc2c(C(=O)O)cc(-c3c(F)c(F)c(-c4ccccc4)c(F)c3F)cc2[nH]1

InChI

InChI=1S/C21H12F4N2O2/c1-9-26-13-8-11(7-12(21(28)29)20(13)27-9)15-18(24)16(22)14(17(23)19(15)25)10-5-3-2-4-6-10/h2-8H,1H3,(H,26,27)(H,28,29)

InChIKey

HNOVWEWVRXDXCS-UHFFFAOYSA-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
Activity: 1045599
Binding sites: PF01180

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL4793981 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4793981”) →

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)