Ligand profile

ZINC4523376

Virtual-screening candidate from ZINC.

Bound to: KP13_01654 — Dihydrodipicolinate synthase

Via homolog UniProt P75682 Formula C₁₁H₁₉NO₉
Tanimoto 0.52
Mol. weight 309.27 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4523376
UniProt (similar protein)
P75682
Tanimoto
0.515
Target protein
KP13_01654

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 309.27 Da
LogP (Crippen) -4.03
H-bond donors 7
H-bond acceptors 8
TPSA 184.62 Ų
Rotatable bonds 9
Aromatic rings 0 / 0
Heavy atoms 21
Fraction sp³ C 0.73
Formula C₁₁H₁₉NO₉

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 184.6
  • −1 ≤ LogP ≤ 5 -4.03
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 309.3
  • LogP ≤ 5 -4.03
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 184.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N[C@H]([C@@H](O)CC(=O)C(=O)O)[C@H](O)[C@H](O)[C@H](O)CO
InChI 
InChI=1S/C11H19NO9/c1-4(14)12-8(5(15)2-6(16)11(20)21)10(19)9(18)7(17)3-13/h5,7-10,13,15,17-19H,2-3H2,1H3,(H,12,14)(H,20,21)/t5-,7+,8+,9+,10-/m0/s1
InChIKey 
KBGAYAKRZNYFFG-HFJFPFSUSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
KDG
Homolog
P75682

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_01654.

PDB 11

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

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)