Ligand profile

CHEMBL5771131

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₃H₂₃ClFN₅O₄

pchembl 8.96 ~1.1 nM

Mol. weight 487.92 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5771131
UniProt (similar protein): Q02127
pchembl: 8.960 (~1.1 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 487.92 Da

LogP (Crippen) 3.17

H-bond donors 1

H-bond acceptors 9

TPSA 104.17 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.30

Formula C₂₃H₂₃ClFN₅O₄

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 104.2
−1 ≤ LogP ≤ 5 3.17

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 487.9
LogP ≤ 5 3.17
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 9

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 104.2

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCn1c(CO)nn(-c2cc3c(C(C)C)cn(-c4nc(OC)ccc4Cl)c(=O)c3cc2F)c1=O

InChI

InChI=1S/C23H23ClFN5O4/c1-5-28-19(11-31)27-30(23(28)33)18-9-13-14(8-17(18)25)22(32)29(10-15(13)12(2)3)21-16(24)6-7-20(26-21)34-4/h6-10,12,31H,5,11H2,1-4H3

InChIKey

GCGIVPFHWQAJKL-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: 1226038
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5771131 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5771131”) →

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)