Ligand profile

CHEMBL4761259

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₆H₂₅N₃O₂
pchembl 9.00 ~1.0 nM
Mol. weight 411.51 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4761259
UniProt (similar protein)
Q02127
pchembl
9.000 (~1.0 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 411.51 Da
LogP (Crippen) 5.50
H-bond donors 2
H-bond acceptors 3
TPSA 69.22 Ų
Rotatable bonds 5
Aromatic rings 4 / 5
Heavy atoms 31
Fraction sp³ C 0.23
Formula C₂₆H₂₅N₃O₂

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 69.2
  • −1 ≤ LogP ≤ 5 5.50
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 411.5
  • LogP ≤ 5 5.50
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 69.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc2c(C(=O)O)cc(-c3ccc(-c4ccccc4CN4CCCC4)cc3)cc2[nH]1
InChI 
InChI=1S/C26H25N3O2/c1-17-27-24-15-21(14-23(26(30)31)25(24)28-17)18-8-10-19(11-9-18)22-7-3-2-6-20(22)16-29-12-4-5-13-29/h2-3,6-11,14-15H,4-5,12-13,16H2,1H3,(H,27,28)(H,30,31)
InChIKey 
VGEWTMPRFCNVJT-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
1045598
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)