Ligand profile

CHEMBL4638219

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₂H₂₄N₄O₂

pchembl 8.92 ~1.2 nM

Mol. weight 376.46 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4638219
UniProt (similar protein): Q02127
pchembl: 8.920 (~1.2 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 376.46 Da

LogP (Crippen) 3.85

H-bond donors 1

H-bond acceptors 5

TPSA 72.95 Å²

Rotatable bonds 3

Aromatic rings 3 / 5

Heavy atoms 28

Fraction sp³ C 0.41

Formula C₂₂H₂₄N₄O₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 73.0
−1 ≤ LogP ≤ 5 3.85

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 376.5
LogP ≤ 5 3.85
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 73.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccccc1-n1ncc2c1CCC[C@H]2NC(=O)c1noc2c1CCCC2

InChI

InChI=1S/C22H24N4O2/c1-14-7-2-4-10-18(14)26-19-11-6-9-17(16(19)13-23-26)24-22(27)21-15-8-3-5-12-20(15)28-25-21/h2,4,7,10,13,17H,3,5-6,8-9,11-12H2,1H3,(H,24,27)/t17-/m1/s1

InChIKey

HUVJSRAMULDASL-QGZVFWFLSA-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: 993102
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL4638219 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4638219”) →

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)