Ligand profile

ZINC4349559

Virtual-screening candidate from ZINC.

Bound to: KP13_00396 — Single-stranded DNA-binding protein

Via homolog UniProt P40947 Formula C₂₂H₂₂O₁₁
Tanimoto 0.58
Mol. weight 462.41 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4349559
UniProt (similar protein)
P40947
Tanimoto
0.580
Target protein
KP13_00396

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 462.41 Da
LogP (Crippen) 0.40
H-bond donors 8
H-bond acceptors 11
TPSA 201.28 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 33
Fraction sp³ C 0.32
Formula C₂₂H₂₂O₁₁

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 201.3
  • −1 ≤ LogP ≤ 5 0.40
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 462.4
  • LogP ≤ 5 0.40
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 201.3
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H]1O[C@@H](Cc2c(-c3cc(O)c(O)c(O)c3)oc3cc(O)cc(O)c3c2=O)[C@@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C22H22O11/c1-7-17(27)21(31)20(30)15(32-7)6-10-18(28)16-11(24)4-9(23)5-14(16)33-22(10)8-2-12(25)19(29)13(26)3-8/h2-5,7,15,17,20-21,23-27,29-31H,6H2,1H3/t7-,15+,17-,20-,21+/m1/s1
InChIKey 
IATNLGKARRDNNV-VQFZERBJSA-N

Provenance

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

Method
LigQ nearest_k
Query
MYC
Homolog
P40947

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_00396.

PDB 2

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)