Ligand profile

ZINC20566952

Virtual-screening candidate from ZINC.

Bound to: KP13_01195 — putative acid phosphatase

Via homolog UniProt P15309 Formula C₂₂H₂₄NO₂P
Tanimoto 0.69
Mol. weight 365.41 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC20566952
UniProt (similar protein)
P15309
Tanimoto
0.694
Target protein
KP13_01195

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 365.41 Da
LogP (Crippen) 4.99
H-bond donors 2
H-bond acceptors 2
TPSA 49.33 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 26
Fraction sp³ C 0.18
Formula C₂₂H₂₄NO₂P

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 49.3
  • −1 ≤ LogP ≤ 5 4.99
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 365.4
  • LogP ≤ 5 4.99
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 49.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=[P@](O)(CCc1ccccc1)[C@H](NCc1ccccc1)c1ccccc1
InChI 
InChI=1S/C22H24NO2P/c24-26(25,17-16-19-10-4-1-5-11-19)22(21-14-8-3-9-15-21)23-18-20-12-6-2-7-13-20/h1-15,22-23H,16-18H2,(H,24,25)/t22-/m0/s1
InChIKey 
LGAYKRRLZVMOOE-QFIPXVFZSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL498632
Homolog
P15309

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_01195.

PDB 6

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 6

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)