Ligand profile

CHEMBL5821197

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03859 — Dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₂H₁₈ClF₅N₄O₅
pchembl 9.00 ~1.0 nM
Mol. weight 548.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5821197
UniProt (similar protein)
Q02127
pchembl
9.000 (~1.0 nM)
Target protein
KP13_03859

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 548.85 Da
LogP (Crippen) 4.66
H-bond donors 2
H-bond acceptors 7
TPSA 115.45 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 37
Fraction sp³ C 0.27
Formula C₂₂H₁₈ClF₅N₄O₅

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 115.4
  • −1 ≤ LogP ≤ 5 4.66
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 548.9
  • LogP ≤ 5 4.66
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 115.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCn1c(C(=O)O)nn(-c2cc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(F)cccc3Cl)cc2F)c1=O
InChI 
InChI=1S/C22H18ClF5N4O5/c1-3-7-31-18(20(34)35)30-32(21(31)36)15-9-16(37-10(2)22(26,27)28)11(8-14(15)25)19(33)29-17-12(23)5-4-6-13(17)24/h4-6,8-10H,3,7H2,1-2H3,(H,29,33)(H,34,35)/t10-/m0/s1
InChIKey 
JVBRDCRTUMDDCU-JTQLQIEISA-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
1098837
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 KP13_03859.

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)