Ligand profile

CHEMBL1993996

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P10721

Via homolog UniProt P17948 Formula C₂₁H₁₇F₂N₅O
pchembl 10.00 ~0.1 nM
Mol. weight 393.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1993996
UniProt (similar protein)
P17948
pchembl
10.000 (~0.1 nM)
Target protein
P10721

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 393.40 Da
LogP (Crippen) 5.04
H-bond donors 4
H-bond acceptors 3
TPSA 95.83 Ų
Rotatable bonds 3
Aromatic rings 4 / 4
Heavy atoms 29
Fraction sp³ C 0.05
Formula C₂₁H₁₇F₂N₅O

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 95.8
  • −1 ≤ LogP ≤ 5 5.04
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 393.4
  • LogP ≤ 5 5.04
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 95.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(NC(=O)Nc2ccc(-c3c(F)ccc4[nH]nc(N)c34)cc2)ccc1F
InChI 
InChI=1S/C21H17F2N5O/c1-11-10-14(6-7-15(11)22)26-21(29)25-13-4-2-12(3-5-13)18-16(23)8-9-17-19(18)20(24)28-27-17/h2-10H,1H3,(H3,24,27,28)(H2,25,26,29)
InChIKey 
ZQQVWTACALNOAJ-UHFFFAOYSA-N

Provenance

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

Method
LigQ domain
Source
ChEMBL
Activity
active
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)