Ligand profile

CHEMBL5411333

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₃H₂₁ClF₅N₃O₃
pchembl 9.30 ~0.5 nM
Mol. weight 517.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5411333
UniProt (similar protein)
Q02127
pchembl
9.300 (~0.5 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 517.88 Da
LogP (Crippen) 5.92
H-bond donors 2
H-bond acceptors 5
TPSA 76.38 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.30
Formula C₂₃H₂₁ClF₅N₃O₃

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 76.4
  • −1 ≤ LogP ≤ 5 5.92
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 517.9
  • LogP ≤ 5 5.92
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 76.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cn(-c2cc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(F)cccc3Cl)cc2F)nc1C(C)(C)O
InChI 
InChI=1S/C23H21ClF5N3O3/c1-11-10-32(31-20(11)22(3,4)34)17-9-18(35-12(2)23(27,28)29)13(8-16(17)26)21(33)30-19-14(24)6-5-7-15(19)25/h5-10,12,34H,1-4H3,(H,30,33)/t12-/m0/s1
InChIKey 
OIFBFTGIRJTPFV-LBPRGKRZSA-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.

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)