Ligand profile

CHEMBL453954

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01195 — putative acid phosphatase

Via homolog UniProt P15309 Formula C₁₄H₁₇ClNO₃P
pchembl 6.70 ~199.5 nM
Mol. weight 313.72 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL453954
UniProt (similar protein)
P15309
pchembl
6.700 (~199.5 nM)
Target protein
KP13_01195

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 313.72 Da
LogP (Crippen) 3.07
H-bond donors 3
H-bond acceptors 2
TPSA 69.56 Ų
Rotatable bonds 5
Aromatic rings 2 / 2
Heavy atoms 20
Fraction sp³ C 0.14
Formula C₁₄H₁₇ClNO₃P

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 3.07
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 313.7
  • LogP ≤ 5 3.07
  • 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 
Cl.O=P(O)(O)[C@H](NCc1ccccc1)c1ccccc1
InChI 
InChI=1S/C14H16NO3P.ClH/c16-19(17,18)14(13-9-5-2-6-10-13)15-11-12-7-3-1-4-8-12;/h1-10,14-15H,11H2,(H2,16,17,18);1H/t14-;/m0./s1
InChIKey 
PHPTYQWPXAADIA-UQKRIMTDSA-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)