Ligand profile

CHEMBL5083643

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03859 — Dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₂H₁₇ClF₅N₃O₂
pchembl 9.71 ~0.2 nM
Mol. weight 485.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5083643
UniProt (similar protein)
Q02127
pchembl
9.710 (~0.2 nM)
Target protein
KP13_03859

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 485.84 Da
LogP (Crippen) 6.15
H-bond donors 2
H-bond acceptors 4
TPSA 77.24 Ų
Rotatable bonds 5
Aromatic rings 3 / 3
Heavy atoms 33
Fraction sp³ C 0.18
Formula C₂₂H₁₇ClF₅N₃O₂

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 77.2
  • −1 ≤ LogP ≤ 5 6.15
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 485.8
  • LogP ≤ 5 6.15
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 77.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(-c2cc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(F)cccc3Cl)cc2F)nc1N
InChI 
InChI=1S/C22H17ClF5N3O2/c1-10-6-7-17(30-20(10)29)12-9-18(33-11(2)22(26,27)28)13(8-16(12)25)21(32)31-19-14(23)4-3-5-15(19)24/h3-9,11H,1-2H3,(H2,29,30)(H,31,32)/t11-/m0/s1
InChIKey 
RJWGQLUHRHKBRA-NSHDSACASA-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 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)