Ligand profile

CHEMBL5846115

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₃H₂₂F₃N₅O₃

pchembl 8.95 ~1.1 nM

Mol. weight 473.46 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5846115
UniProt (similar protein): Q02127
pchembl: 8.950 (~1.1 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 473.46 Da

LogP (Crippen) 3.45

H-bond donors 1

H-bond acceptors 8

TPSA 94.94 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.30

Formula C₂₃H₂₂F₃N₅O₃

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 94.9
−1 ≤ LogP ≤ 5 3.45

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 473.5
LogP ≤ 5 3.45
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 94.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCn1c(CO)nn(-c2nc3c(C(C)C)cn(-c4ccccc4C(F)F)c(=O)c3cc2F)c1=O

InChI

InChI=1S/C23H22F3N5O3/c1-4-29-18(11-32)28-31(23(29)34)21-16(24)9-14-19(27-21)15(12(2)3)10-30(22(14)33)17-8-6-5-7-13(17)20(25)26/h5-10,12,20,32H,4,11H2,1-3H3

InChIKey

GAWFLXPKASBCBH-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: 1226127
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5846115 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5846115”) →

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)