Ligand profile

CHEMBL5598149

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₄H₂₅FN₄O₄
pchembl 9.11 ~0.8 nM
Mol. weight 452.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5598149
UniProt (similar protein)
Q02127
pchembl
9.110 (~0.8 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.49 Da
LogP (Crippen) 3.12
H-bond donors 1
H-bond acceptors 8
TPSA 91.28 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 33
Fraction sp³ C 0.29
Formula C₂₄H₂₅FN₄O₄

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 91.3
  • −1 ≤ LogP ≤ 5 3.12
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 452.5
  • LogP ≤ 5 3.12
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 91.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCn1c(CO)nn(-c2cc3c(C(C)C)cn(-c4ccccc4OC)c(=O)c3cc2F)c1=O
InChI 
InChI=1S/C24H25FN4O4/c1-5-27-22(13-30)26-29(24(27)32)20-11-15-16(10-18(20)25)23(31)28(12-17(15)14(2)3)19-8-6-7-9-21(19)33-4/h6-12,14,30H,5,13H2,1-4H3
InChIKey 
ZNZSNEUZFVAEAW-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
1226084
Binding sites
PF01180

External resources

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

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)