Ligand profile

CHEMBL5953911

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₃H₂₁ClN₄O₃
pchembl 9.14 ~0.7 nM
Mol. weight 436.90 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5953911
UniProt (similar protein)
Q02127
pchembl
9.140 (~0.7 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 436.90 Da
LogP (Crippen) 3.54
H-bond donors 1
H-bond acceptors 7
TPSA 82.05 Ų
Rotatable bonds 5
Aromatic rings 4 / 4
Heavy atoms 31
Fraction sp³ C 0.17
Formula C₂₃H₂₁ClN₄O₃

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

  • TPSA ≤ 90 Ų 82.0
  • −1 ≤ LogP ≤ 5 3.54
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 436.9
  • LogP ≤ 5 3.54
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 82.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C(C)c1cn(-c2ccccc2Cl)c(=O)c2ccc(-n3nc(CO)n(CC)c3=O)cc12
InChI 
InChI=1S/C23H21ClN4O3/c1-4-26-21(13-29)25-28(23(26)31)15-9-10-16-17(11-15)18(14(2)3)12-27(22(16)30)20-8-6-5-7-19(20)24/h5-12,29H,2,4,13H2,1,3H3
InChIKey 
NUDXNOPJYGNCDN-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
1226003
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)