Ligand profile

ZINC11571738

Virtual-screening candidate from ZINC.

Bound to: KP13_31791 — RNA polymerase sigma factor RpoD

Via homolog UniProt P9WGI1 Formula C₂₇H₂₉N₃O₂
Tanimoto 0.66
Mol. weight 427.55 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC11571738
UniProt (similar protein)
P9WGI1
Tanimoto
0.660
Target protein
KP13_31791

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 427.55 Da
LogP (Crippen) 4.58
H-bond donors 2
H-bond acceptors 3
TPSA 61.44 Ų
Rotatable bonds 7
Aromatic rings 3 / 4
Heavy atoms 32
Fraction sp³ C 0.26
Formula C₂₇H₂₉N₃O₂

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 61.4
  • −1 ≤ LogP ≤ 5 4.58
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 427.5
  • LogP ≤ 5 4.58
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 61.4
PAINS Alert

Matches PAINS filter: anil_di_alk_A(478). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(N2CCCC2)ccc1NC(=O)[C@@H](Cc1ccccc1)NC(=O)c1ccccc1
InChI 
InChI=1S/C27H29N3O2/c1-20-18-23(30-16-8-9-17-30)14-15-24(20)28-27(32)25(19-21-10-4-2-5-11-21)29-26(31)22-12-6-3-7-13-22/h2-7,10-15,18,25H,8-9,16-17,19H2,1H3,(H,28,32)(H,29,31)/t25-/m1/s1
InChIKey 
FNDZPKGDANUGIS-RUZDIDTESA-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_31791.

PDB 13

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)