Ligand profile

CHEMBL4852401

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03859 — Dihydroorotate dehydrogenase

Via homolog UniProt Q02127 Formula C₂₄H₂₁ClF₄N₄O₅
pchembl 9.52 ~0.3 nM
Mol. weight 556.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4852401
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 556.90 Da
LogP (Crippen) 5.02
H-bond donors 1
H-bond acceptors 9
TPSA 100.63 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 38
Fraction sp³ C 0.29
Formula C₂₄H₂₁ClF₄N₄O₅

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 100.6
  • −1 ≤ LogP ≤ 5 5.02
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 556.9
  • LogP ≤ 5 5.02
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 100.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCn1c(CO)nn(-c2cc(O[C@@H](C)C(F)(F)F)c3c(Oc4c(F)ccc(OC)c4Cl)nccc3c2)c1=O
InChI 
InChI=1S/C24H21ClF4N4O5/c1-4-32-18(11-34)31-33(23(32)35)14-9-13-7-8-30-22(19(13)17(10-14)37-12(2)24(27,28)29)38-21-15(26)5-6-16(36-3)20(21)25/h5-10,12,34H,4,11H2,1-3H3/t12-/m0/s1
InChIKey 
OXGJMPFCJVCOPC-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)