Ligand profile

CHEMBL5171223

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03859 — Dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₀H₁₉ClF₄N₆O₅
pchembl 9.52 ~0.3 nM
Mol. weight 534.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5171223
UniProt (similar protein)
Q02127
pchembl
9.520 (~0.3 nM)
Target protein
KP13_03859

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 534.85 Da
LogP (Crippen) 2.72
H-bond donors 2
H-bond acceptors 10
TPSA 133.39 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 36
Fraction sp³ C 0.35
Formula C₂₀H₁₉ClF₄N₆O₅

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 133.4
  • −1 ≤ LogP ≤ 5 2.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 534.9
  • LogP ≤ 5 2.72
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 133.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCn1c(CO)nn(-c2nc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(Cl)ccnc3OC)cc2F)c1=O
InChI 
InChI=1S/C20H19ClF4N6O5/c1-4-30-13(8-32)29-31(19(30)34)15-12(22)7-10(17(28-15)36-9(2)20(23,24)25)16(33)27-14-11(21)5-6-26-18(14)35-3/h5-7,9,32H,4,8H2,1-3H3,(H,27,33)/t9-/m0/s1
InChIKey 
RXRAROJUWYMHQM-VIFPVBQESA-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)