Ligand profile

CHEMBL5878934

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03859 — Dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₄H₂₂ClFN₄O₄

pchembl 8.92 ~1.2 nM

Mol. weight 484.92 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5878934
UniProt (similar protein): Q02127
pchembl: 8.920 (~1.2 nM)
Target protein: KP13_03859

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 484.92 Da

LogP (Crippen) 3.68

H-bond donors 1

H-bond acceptors 8

TPSA 91.28 Å²

Rotatable bonds 6

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.21

Formula C₂₄H₂₂ClFN₄O₄

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 91.3
−1 ≤ LogP ≤ 5 3.68

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 484.9
LogP ≤ 5 3.68
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 91.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C=C(C)c1cn(-c2cc(OC)ccc2Cl)c(=O)c2cc(F)c(-n3nc(CO)n(CC)c3=O)cc12

InChI

InChI=1S/C24H22ClFN4O4/c1-5-28-22(12-31)27-30(24(28)33)21-10-15-16(9-19(21)26)23(32)29(11-17(15)13(2)3)20-8-14(34-4)6-7-18(20)25/h6-11,31H,2,5,12H2,1,3-4H3

InChIKey

XIYHEJBMRDRNNN-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: 1226036
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5878934 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5878934”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03859.

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)