Ligand profile

CHEMBL5777702

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₃H₁₉F₃N₄O₃

pchembl 9.02 ~1.0 nM

Mol. weight 456.42 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5777702
UniProt (similar protein): Q02127
pchembl: 9.020 (~1.0 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 456.42 Da

LogP (Crippen) 3.30

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 0.17

Formula C₂₃H₁₉F₃N₄O₃

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 3.30

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 456.4
LogP ≤ 5 3.30
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

C=C(C)c1cn(-c2cc(F)ccc2F)c(=O)c2cc(F)c(-n3nc(CO)n(CC)c3=O)cc12

InChI

InChI=1S/C23H19F3N4O3/c1-4-28-21(11-31)27-30(23(28)33)20-9-14-15(8-18(20)26)22(32)29(10-16(14)12(2)3)19-7-13(24)5-6-17(19)25/h5-10,31H,2,4,11H2,1,3H3

InChIKey

PHNLBFNRVLZBKM-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: 1226061
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5777702 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5777702”) →

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)