Ligand profile

CHEMBL5436904

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₅H₂₇FN₄O₂

pchembl 9.24 ~0.6 nM

Mol. weight 434.52 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5436904
UniProt (similar protein): Q02127
pchembl: 9.240 (~0.6 nM)
Target protein: VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 434.52 Da

LogP (Crippen) 4.58

H-bond donors 1

H-bond acceptors 6

TPSA 72.94 Å²

Rotatable bonds 4

Aromatic rings 4 / 4

Heavy atoms 32

Fraction sp³ C 0.32

Formula C₂₅H₂₇FN₄O₂

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 72.9
−1 ≤ LogP ≤ 5 4.58

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 434.5
LogP ≤ 5 4.58
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 72.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccccc1-n1cc(C(C)C)c2cc(-c3nc(C(C)(C)O)n(C)n3)c(F)cc2c1=O

InChI

InChI=1S/C25H27FN4O2/c1-14(2)19-13-30(21-10-8-7-9-15(21)3)23(31)17-12-20(26)18(11-16(17)19)22-27-24(25(4,5)32)29(6)28-22/h7-14,32H,1-6H3

InChIKey

IIPLSPGUZDMYKL-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
Binding sites: PF01180

External resources

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

ChEMBL ChEMBL compound CHEMBL5436904 →
UniProt UniProt Q02127 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5436904”) →

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)