Ligand profile

CHEMBL65577

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03770 — Histidine biosynthesis bifunctional protein

Via homolog UniProt P0CO23 Formula C₁₁H₁₉N₄O₆P
pchembl 6.16 ~691.8 nM
Mol. weight 334.27 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL65577
UniProt (similar protein)
P0CO23
pchembl
6.160 (~691.8 nM)
Target protein
KP13_03770

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 334.27 Da
LogP (Crippen) -0.72
H-bond donors 3
H-bond acceptors 7
TPSA 143.64 Ų
Rotatable bonds 9
Aromatic rings 1 / 1
Heavy atoms 22
Fraction sp³ C 0.64
Formula C₁₁H₁₉N₄O₆P

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 143.6
  • −1 ≤ LogP ≤ 5 -0.72
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 334.3
  • LogP ≤ 5 -0.72
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 143.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CCCC(=O)NC(Cn1cncn1)CP(=O)(O)O
InChI 
InChI=1S/C11H19N4O6P/c1-21-11(17)4-2-3-10(16)14-9(6-22(18,19)20)5-15-8-12-7-13-15/h7-9H,2-6H2,1H3,(H,14,16)(H2,18,19,20)
InChIKey 
AOGATPYMVMBHGD-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)