Ligand profile

CHEMBL5085549

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03859 — Dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₃H₂₁ClF₅N₃O₃
pchembl 9.72 ~0.2 nM
Mol. weight 517.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5085549
UniProt (similar protein)
Q02127
pchembl
9.720 (~0.2 nM)
Target protein
KP13_03859

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 517.88 Da
LogP (Crippen) 5.83
H-bond donors 2
H-bond acceptors 5
TPSA 76.38 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.30
Formula C₂₃H₂₁ClF₅N₃O₃

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 76.4
  • −1 ≤ LogP ≤ 5 5.83
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 517.9
  • LogP ≤ 5 5.83
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 76.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](Oc1cc(-c2cn(C)c(C(C)(C)O)n2)c(F)cc1C(=O)Nc1c(F)cccc1Cl)C(F)(F)F
InChI 
InChI=1S/C23H21ClF5N3O3/c1-11(23(27,28)29)35-18-9-12(17-10-32(4)21(30-17)22(2,3)34)16(26)8-13(18)20(33)31-19-14(24)6-5-7-15(19)25/h5-11,34H,1-4H3,(H,31,33)/t11-/m0/s1
InChIKey 
AHTZDUDQEMHWHD-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)