Ligand profile

CHEMBL5866737

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₅H₂₇FN₄O₃

pchembl 9.24 ~0.6 nM

Mol. weight 450.51 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5866737
UniProt (similar protein): Q02127
pchembl: 9.240 (~0.6 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 450.51 Da

LogP (Crippen) 3.73

H-bond donors 1

H-bond acceptors 7

TPSA 82.05 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 33

Fraction sp³ C 0.32

Formula C₂₅H₂₇FN₄O₃

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 82.0
−1 ≤ LogP ≤ 5 3.73

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 450.5
LogP ≤ 5 3.73
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 82.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCn1c(CO)nn(-c2cc3c(C(C)C)cn(-c4cc(C)ccc4C)c(=O)c3cc2F)c1=O

InChI

InChI=1S/C25H27FN4O3/c1-6-28-23(13-31)27-30(25(28)33)22-11-17-18(10-20(22)26)24(32)29(12-19(17)14(2)3)21-9-15(4)7-8-16(21)5/h7-12,14,31H,6,13H2,1-5H3

InChIKey

VDNJSBWQJZJOJO-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: 1226064
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5866737 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5866737”) →

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)