Ligand profile

CHEMBL1406538

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00842 — Inositol-1-monophosphatase

Via homolog UniProt P97697 Formula C₂₁H₂₁F₃N₄O₃

pchembl 8.30 ~5.0 nM

Mol. weight 434.42 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1406538
UniProt (similar protein): P97697
pchembl: 8.300 (~5.0 nM)
Target protein: KP13_00842

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 434.42 Da

LogP (Crippen) 4.06

H-bond donors 0

H-bond acceptors 6

TPSA 68.96 Å²

Rotatable bonds 4

Aromatic rings 3 / 4

Heavy atoms 31

Fraction sp³ C 0.38

Formula C₂₁H₂₁F₃N₄O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 69.0
−1 ≤ LogP ≤ 5 4.06

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 434.4
LogP ≤ 5 4.06
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 69.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(-c2cc(C(F)(F)F)n3nc(C(=O)N4CCCCC4)cc3n2)cc1OC

InChI

InChI=1S/C21H21F3N4O3/c1-30-16-7-6-13(10-17(16)31-2)14-11-18(21(22,23)24)28-19(25-14)12-15(26-28)20(29)27-8-4-3-5-9-27/h6-7,10-12H,3-5,8-9H2,1-2H3

InChIKey

AYOAFHISXLNZCI-UHFFFAOYSA-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
Activity: Inconclusive
Binding sites: PF00459

External resources

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

ChEMBL ChEMBL compound CHEMBL1406538 →
UniProt UniProt P97697 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1406538”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00842.

PDB 4

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)