Ligand profile

CHEMBL63147

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03770 — Histidine biosynthesis bifunctional protein

Via homolog UniProt P0CO23 Formula C₁₁H₁₅N₄O₄PS
pchembl 6.25 ~562.3 nM
Mol. weight 330.31 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL63147
UniProt (similar protein)
P0CO23
pchembl
6.250 (~562.3 nM)
Target protein
KP13_03770

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 330.31 Da
LogP (Crippen) 0.24
H-bond donors 3
H-bond acceptors 6
TPSA 117.34 Ų
Rotatable bonds 7
Aromatic rings 2 / 2
Heavy atoms 21
Fraction sp³ C 0.36
Formula C₁₁H₁₅N₄O₄PS

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 117.3
  • −1 ≤ LogP ≤ 5 0.24
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 330.3
  • LogP ≤ 5 0.24
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 117.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1cccs1)NC(Cn1cncn1)CP(=O)(O)O
InChI 
InChI=1S/C11H15N4O4PS/c16-11(4-10-2-1-3-21-10)14-9(6-20(17,18)19)5-15-8-12-7-13-15/h1-3,7-9H,4-6H2,(H,14,16)(H2,17,18,19)
InChIKey 
OAOXCHCWXUMKPH-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
Binding sites
PF00475

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_03770.

PDB 5

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

Ligand PDB entry

ChEMBL 14

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

Compound Potency (pchembl)

ZINC 34

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

Compound Similarity (Tanimoto)