Ligand profile

CHEMBL5092899

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03859 — Dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₄H₁₉ClF₅N₃O₂
pchembl 9.70 ~0.2 nM
Mol. weight 511.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5092899
UniProt (similar protein)
Q02127
pchembl
9.700 (~0.2 nM)
Target protein
KP13_03859

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 511.88 Da
LogP (Crippen) 6.62
H-bond donors 2
H-bond acceptors 4
TPSA 63.25 Ų
Rotatable bonds 5
Aromatic rings 3 / 4
Heavy atoms 35
Fraction sp³ C 0.25
Formula C₂₄H₁₉ClF₅N₃O₂

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 63.2
  • −1 ≤ LogP ≤ 5 6.62
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 511.9
  • LogP ≤ 5 6.62
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 63.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](Oc1cc(-c2ccc3c(n2)NCCC3)c(F)cc1C(=O)Nc1c(F)cccc1Cl)C(F)(F)F
InChI 
InChI=1S/C24H19ClF5N3O2/c1-12(24(28,29)30)35-20-11-14(19-8-7-13-4-3-9-31-22(13)32-19)18(27)10-15(20)23(34)33-21-16(25)5-2-6-17(21)26/h2,5-8,10-12H,3-4,9H2,1H3,(H,31,32)(H,33,34)/t12-/m0/s1
InChIKey 
QFVJRANNYFMZIY-LBPRGKRZSA-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)