Ligand profile

CHEMBL5597704

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₂H₁₈ClF₂N₅O₃

pchembl 8.94 ~1.1 nM

Mol. weight 473.87 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5597704
UniProt (similar protein): Q02127
pchembl: 8.940 (~1.1 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 473.87 Da

LogP (Crippen) 3.21

H-bond donors 1

H-bond acceptors 8

TPSA 94.94 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 33

Fraction sp³ C 0.18

Formula C₂₂H₁₈ClF₂N₅O₃

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 94.9
−1 ≤ LogP ≤ 5 3.21

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 473.9
LogP ≤ 5 3.21
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 94.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C=C(C)c1cn(-c2c(F)cccc2Cl)c(=O)c2cc(F)c(-n3nc(CO)n(CC)c3=O)nc12

InChI

InChI=1S/C22H18ClF2N5O3/c1-4-28-17(10-31)27-30(22(28)33)20-16(25)8-12-18(26-20)13(11(2)3)9-29(21(12)32)19-14(23)6-5-7-15(19)24/h5-9,31H,2,4,10H2,1,3H3

InChIKey

CKHGAJNZLMFKSM-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: 1226024
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5597704 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5597704”) →

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)