Ligand profile

CHEMBL294077

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03770 — Histidine biosynthesis bifunctional protein

Via homolog UniProt P0CO23 Formula C₁₂H₂₁N₄O₄PS₂
pchembl 6.10 ~794.3 nM
Mol. weight 380.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL294077
UniProt (similar protein)
P0CO23
pchembl
6.100 (~794.3 nM)
Target protein
KP13_03770

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 380.43 Da
LogP (Crippen) 0.92
H-bond donors 3
H-bond acceptors 7
TPSA 117.34 Ų
Rotatable bonds 8
Aromatic rings 1 / 2
Heavy atoms 23
Fraction sp³ C 0.75
Formula C₁₂H₂₁N₄O₄PS₂

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 0.92
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 380.4
  • LogP ≤ 5 0.92
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 117.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(CCC(=O)NC(Cn2cncn2)CP(=O)(O)O)SCCS1
InChI 
InChI=1S/C12H21N4O4PS2/c1-12(22-4-5-23-12)3-2-11(17)15-10(7-21(18,19)20)6-16-9-13-8-14-16/h8-10H,2-7H2,1H3,(H,15,17)(H2,18,19,20)
InChIKey 
ODXSTNIZJNXYRL-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)