Ligand profile

ZINC12949533

Virtual-screening candidate from ZINC.

Bound to: KP13_01195 — putative acid phosphatase

Via homolog UniProt P15309 Formula C₁₄H₁₅N₂O₅P
Tanimoto 0.71
Mol. weight 322.26 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC12949533
UniProt (similar protein)
P15309
Tanimoto
0.711
Target protein
KP13_01195

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 322.26 Da
LogP (Crippen) 2.56
H-bond donors 3
H-bond acceptors 4
TPSA 112.70 Ų
Rotatable bonds 6
Aromatic rings 2 / 2
Heavy atoms 22
Fraction sp³ C 0.14
Formula C₁₄H₁₅N₂O₅P

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 112.7
  • −1 ≤ LogP ≤ 5 2.56
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 322.3
  • LogP ≤ 5 2.56
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 112.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=[N+]([O-])c1ccc([C@@H](NCc2ccccc2)P(=O)(O)O)cc1
InChI 
InChI=1S/C14H15N2O5P/c17-16(18)13-8-6-12(7-9-13)14(22(19,20)21)15-10-11-4-2-1-3-5-11/h1-9,14-15H,10H2,(H2,19,20,21)/t14-/m0/s1
InChIKey 
MNUXVJVGJZPLNT-AWEZNQCLSA-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)