Ligand profile

JSA

Ligand co-crystallized with a similar protein (Protein Data Bank).

Bound to: VK055_0128 — fadD

Via homolog PDB 5zrn UniProt P9WQ37 Formula C₂₂H₃₈N₆O₇S
Mol. weight 530.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
JSA
PDB
5zrn
UniProt (similar protein)
P9WQ37
Target protein
VK055_0128

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.65 Da
LogP (Crippen) 1.12
H-bond donors 5
H-bond acceptors 12
TPSA 194.94 Ų
Rotatable bonds 16
Aromatic rings 2 / 3
Heavy atoms 36
Fraction sp³ C 0.77
Formula C₂₂H₃₈N₆O₇S

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 194.9
  • −1 ≤ LogP ≤ 5 1.12
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 530.6
  • LogP ≤ 5 1.12
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 194.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCC[C@H](NS(=O)(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)O
InChI 
InChI=1S/C22H38N6O7S/c1-2-3-4-5-6-7-8-9-10-11-16(29)27-36(32,33)34-12-15-18(30)19(31)22(35-15)28-14-26-17-20(23)24-13-25-21(17)28/h13-16,18-19,22,27,29-31H,2-12H2,1H3,(H2,23,24,25)/t15-,16-,18-,19-,22-/m1/s1
InChIKey 
MDBNEGOGGFLHNH-FBLYDNEXSA-N

Provenance

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

Method
LigQ nearest_k
Source
PDB
Binding sites
PF00501

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0128.

PDB 9

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

Ligand PDB entry

ZINC 50

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

Compound Similarity (Tanimoto)