Ligand profile

ZINC8610730

Virtual-screening candidate from ZINC.

Bound to: KP13_00363 — LpxA-like domain-containing transferase

Via homolog UniProt P21645 Formula C₂₇H₃₂N₄O₃
Tanimoto 0.77
Mol. weight 460.58 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC8610730
UniProt (similar protein)
P21645
Tanimoto
0.769
Target protein
KP13_00363

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 460.58 Da
LogP (Crippen) 3.25
H-bond donors 1
H-bond acceptors 4
TPSA 72.96 Ų
Rotatable bonds 5
Aromatic rings 2 / 5
Heavy atoms 34
Fraction sp³ C 0.44
Formula C₂₇H₃₂N₄O₃

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 73.0
  • −1 ≤ LogP ≤ 5 3.25
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 460.6
  • LogP ≤ 5 3.25
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 73.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(CNC(=O)CN2C(=O)[C@@H]3CCCCN3c3ccc(C(=O)N4CCCC4)cc32)c1
InChI 
InChI=1S/C27H32N4O3/c1-19-7-6-8-20(15-19)17-28-25(32)18-31-24-16-21(26(33)29-12-4-5-13-29)10-11-22(24)30-14-3-2-9-23(30)27(31)34/h6-8,10-11,15-16,23H,2-5,9,12-14,17-18H2,1H3,(H,28,32)/t23-/m0/s1
InChIKey 
KMSWRPVZPJOLFX-QHCPKHFHSA-N

Provenance

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

Method
LigQ nearest_k
Query
O4S
Homolog
P21645

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_00363.

PDB 16

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)