Ligand profile

CHEMBL5075013

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₀H₁₅ClF₇N₅O₂
pchembl 9.72 ~0.2 nM
Mol. weight 525.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5075013
UniProt (similar protein)
Q02127
pchembl
9.720 (~0.2 nM)
Target protein
VK055_1513

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 525.81 Da
LogP (Crippen) 5.76
H-bond donors 3
H-bond acceptors 5
TPSA 105.92 Ų
Rotatable bonds 5
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.25
Formula C₂₀H₁₅ClF₇N₅O₂

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 105.9
  • −1 ≤ LogP ≤ 5 5.76
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 525.8
  • LogP ≤ 5 5.76
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 105.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1n[nH]c(C(F)(F)F)c1NC(=O)c1cc(F)c(-c2ccc(Cl)c(N)n2)cc1O[C@@H](C)C(F)(F)F
InChI 
InChI=1S/C20H15ClF7N5O2/c1-7-15(16(33-32-7)20(26,27)28)31-18(34)10-5-12(22)9(13-4-3-11(21)17(29)30-13)6-14(10)35-8(2)19(23,24)25/h3-6,8H,1-2H3,(H2,29,30)(H,31,34)(H,32,33)/t8-/m0/s1
InChIKey 
SCTUBTRXTQWMDN-QMMMGPOBSA-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)