Ligand profile

CHEMBL5781060

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₄H₂₃ClF₂N₄O₄
pchembl 9.56 ~0.3 nM
Mol. weight 504.92 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5781060
UniProt (similar protein)
Q02127
pchembl
9.560 (~0.3 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 504.92 Da
LogP (Crippen) 3.91
H-bond donors 1
H-bond acceptors 8
TPSA 91.28 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 35
Fraction sp³ C 0.29
Formula C₂₄H₂₃ClF₂N₄O₄

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 3.91
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 504.9
  • LogP ≤ 5 3.91
  • 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(-c4c(F)ccc(OC)c4Cl)c(=O)c3cc2F)c1=O
InChI 
InChI=1S/C24H23ClF2N4O4/c1-5-29-20(11-32)28-31(24(29)34)18-9-13-14(8-17(18)27)23(33)30(10-15(13)12(2)3)22-16(26)6-7-19(35-4)21(22)25/h6-10,12,32H,5,11H2,1-4H3
InChIKey 
NCKWOIGPCLBBOD-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
1226069
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)