Ligand profile

CHEMBL5845285

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₄H₂₂Cl₂N₄O₃

pchembl 9.02 ~1.0 nM

Mol. weight 485.37 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5845285
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 485.37 Da

LogP (Crippen) 4.21

H-bond donors 1

H-bond acceptors 7

TPSA 82.05 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 33

Fraction sp³ C 0.29

Formula C₂₄H₂₂Cl₂N₄O₃

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 4.21

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 485.4
LogP ≤ 5 4.21
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(-c2ccc3c(=O)n(-c4c(Cl)cccc4Cl)cc(C4(C)CC4)c3c2)c1=O

InChI

InChI=1S/C24H22Cl2N4O3/c1-3-28-20(13-31)27-30(23(28)33)14-7-8-15-16(11-14)17(24(2)9-10-24)12-29(22(15)32)21-18(25)5-4-6-19(21)26/h4-8,11-12,31H,3,9-10,13H2,1-2H3

InChIKey

CMSIJIMYODVIGA-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: 1225996
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5845285 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5845285”) →

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)