Ligand profile

CHEMBL501717

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01195 — putative acid phosphatase

Via homolog UniProt P15309 Formula C₁₅H₁₉ClNO₃P
pchembl 7.59 ~25.7 nM
Mol. weight 327.75 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL501717
UniProt (similar protein)
P15309
pchembl
7.590 (~25.7 nM)
Target protein
KP13_01195

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 327.75 Da
LogP (Crippen) 3.64
H-bond donors 3
H-bond acceptors 2
TPSA 69.56 Ų
Rotatable bonds 5
Aromatic rings 2 / 2
Heavy atoms 21
Fraction sp³ C 0.20
Formula C₁₅H₁₉ClNO₃P

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 69.6
  • −1 ≤ LogP ≤ 5 3.64
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 327.7
  • LogP ≤ 5 3.64
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 69.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](N[C@H](c1ccccc1)P(=O)(O)O)c1ccccc1.Cl
InChI 
InChI=1S/C15H18NO3P.ClH/c1-12(13-8-4-2-5-9-13)16-15(20(17,18)19)14-10-6-3-7-11-14;/h2-12,15-16H,1H3,(H2,17,18,19);1H/t12-,15+;/m1./s1
InChIKey 
HSCSVTOVJQRLFR-YLCXCWDSSA-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
Binding sites
PF00328

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 5

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)