Ligand profile

CHEMBL5591799

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P15056 Formula C₂₄H₁₉FN₄O₄
pchembl 10.18 ~0.1 nM
Mol. weight 446.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5591799
UniProt (similar protein)
P15056
pchembl
10.180 (~0.1 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 446.44 Da
LogP (Crippen) 3.95
H-bond donors 3
H-bond acceptors 5
TPSA 101.58 Ų
Rotatable bonds 4
Aromatic rings 3 / 6
Heavy atoms 33
Fraction sp³ C 0.21
Formula C₂₄H₁₉FN₄O₄

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 101.6
  • −1 ≤ LogP ≤ 5 3.95
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 446.4
  • LogP ≤ 5 3.95
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 101.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1CCc2c(Oc3ccc4c(c3)[C@H]3[C@H](NC(=O)Nc5ccccc5F)[C@H]3O4)ccnc2N1
InChI 
InChI=1S/C24H19FN4O4/c25-15-3-1-2-4-16(15)27-24(31)29-21-20-14-11-12(5-7-17(14)33-22(20)21)32-18-9-10-26-23-13(18)6-8-19(30)28-23/h1-5,7,9-11,20-22H,6,8H2,(H,26,28,30)(H2,27,29,31)/t20-,21-,22-/m0/s1
InChIKey 
KGUYRZDURTZEOU-FKBYEOEOSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ domain
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF07714

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to P10721.

PDB 233

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)