Ligand profile

CHEMBL5434365

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₆H₂₈FN₃O₂

pchembl 9.27 ~0.5 nM

Mol. weight 436.55 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5434365
UniProt (similar protein): Q02127
pchembl: 9.270 (~0.5 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 436.55 Da

LogP (Crippen) 5.19

H-bond donors 1

H-bond acceptors 5

TPSA 60.05 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 32

Fraction sp³ C 0.31

Formula C₂₆H₂₈FN₃O₂

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 60.0
−1 ≤ LogP ≤ 5 5.19

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 436.5
LogP ≤ 5 5.19
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 60.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

[2H]C([2H])([2H])n1cc(-c2cc3c(C(C)C)cn(-c4ccccc4C)c(=O)c3cc2F)nc1C(C)(C)O

InChI

InChI=1S/C26H28FN3O2/c1-15(2)20-13-30(23-10-8-7-9-16(23)3)24(31)18-12-21(27)19(11-17(18)20)22-14-29(6)25(28-22)26(4,5)32/h7-15,32H,1-6H3/i6D3

InChIKey

GWMXFXJODPDSNG-UNLAWSRZSA-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.

ChEMBL ChEMBL compound CHEMBL5434365 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5434365”) →

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)