Ligand profile

ZINC15679212

Virtual-screening candidate from ZINC.

Bound to: KP13_03868 — 3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase

Via homolog UniProt O33877 Formula C₂₀H₂₂N₂O₃S
Tanimoto 0.69
Mol. weight 370.47 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC15679212
UniProt (similar protein)
O33877
Tanimoto
0.690
Target protein
KP13_03868

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 370.47 Da
LogP (Crippen) 4.06
H-bond donors 1
H-bond acceptors 5
TPSA 64.36 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 26
Fraction sp³ C 0.30
Formula C₂₀H₂₂N₂O₃S

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 64.4
  • −1 ≤ LogP ≤ 5 4.06
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 370.5
  • LogP ≤ 5 4.06
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 64.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](CCc1ccccc1)NC(=O)COCc1cc(-c2cccs2)on1
InChI 
InChI=1S/C20H22N2O3S/c1-15(9-10-16-6-3-2-4-7-16)21-20(23)14-24-13-17-12-18(25-22-17)19-8-5-11-26-19/h2-8,11-12,15H,9-10,13-14H2,1H3,(H,21,23)/t15-/m0/s1
InChIKey 
SPYHCBLTNOMKBH-HNNXBMFYSA-N

Provenance

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

Method
LigQ nearest_k
Query
IBK
Homolog
O33877

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_03868.

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)