Ligand profile

ZINC10022380

Virtual-screening candidate from ZINC.

Bound to: KP13_02521 — RNA polymerase sigma factor rpoS

Via homolog UniProt P9WGI1 Formula C₂₆H₂₇N₃O₃
Tanimoto 0.65
Mol. weight 429.52 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC10022380
UniProt (similar protein)
P9WGI1
Tanimoto
0.653
Target protein
KP13_02521

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 429.52 Da
LogP (Crippen) 3.40
H-bond donors 3
H-bond acceptors 3
TPSA 87.30 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 32
Fraction sp³ C 0.19
Formula C₂₆H₂₇N₃O₃

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 87.3
  • −1 ≤ LogP ≤ 5 3.40
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 429.5
  • LogP ≤ 5 3.40
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 87.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(C)c1NC(=O)CNC(=O)[C@@H](Cc1ccccc1)NC(=O)c1ccccc1
InChI 
InChI=1S/C26H27N3O3/c1-18-10-9-11-19(2)24(18)29-23(30)17-27-26(32)22(16-20-12-5-3-6-13-20)28-25(31)21-14-7-4-8-15-21/h3-15,22H,16-17H2,1-2H3,(H,27,32)(H,28,31)(H,29,30)/t22-/m1/s1
InChIKey 
HRCOMGSFHKLQHB-JOCHJYFZSA-N

Provenance

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

Method
LigQ nearest_k
Query
88G
Homolog
P9WGI1

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_02521.

PDB 12

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)