Ligand profile

CHEMBL4743372

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1513 — dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₇H₂₁F₆N₃O₂
pchembl 9.00 ~1.0 nM
Mol. weight 533.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4743372
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 533.47 Da
LogP (Crippen) 6.69
H-bond donors 2
H-bond acceptors 3
TPSA 69.22 Ų
Rotatable bonds 5
Aromatic rings 4 / 5
Heavy atoms 38
Fraction sp³ C 0.26
Formula C₂₇H₂₁F₆N₃O₂

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 6.69
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 533.5
  • LogP ≤ 5 6.69
  • 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(-c3c(F)c(F)c(-c4ccc(CN5CCCC(F)(F)C5)cc4)c(F)c3F)cc2[nH]1
InChI 
InChI=1S/C27H21F6N3O2/c1-13-34-18-10-16(9-17(26(37)38)25(18)35-13)20-23(30)21(28)19(22(29)24(20)31)15-5-3-14(4-6-15)11-36-8-2-7-27(32,33)12-36/h3-6,9-10H,2,7-8,11-12H2,1H3,(H,34,35)(H,37,38)
InChIKey 
QJCCYGXHWOBKES-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
1045607
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)