Ligand profile

ZINC5830339

Virtual-screening candidate from ZINC.

Bound to: KP13_32380 — DNA-binding transcriptional regulator LrhA

Via homolog UniProt Q9F1R2 Formula C₄H₁₀NO₈P
Tanimoto 0.65
Mol. weight 231.10 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5830339
UniProt (similar protein)
Q9F1R2
Tanimoto
0.645
Target protein
KP13_32380

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 231.10 Da
LogP (Crippen) -2.68
H-bond donors 6
H-bond acceptors 6
TPSA 156.55 Ų
Rotatable bonds 5
Aromatic rings 0 / 0
Heavy atoms 14
Fraction sp³ C 0.75
Formula C₄H₁₀NO₈P

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 156.5
  • −1 ≤ LogP ≤ 5 -2.68
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 231.1
  • LogP ≤ 5 -2.68
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 156.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NO)[C@H](O)[C@H](O)COP(=O)(O)O
InChI 
InChI=1S/C4H10NO8P/c6-2(1-13-14(10,11)12)3(7)4(8)5-9/h2-3,6-7,9H,1H2,(H,5,8)(H2,10,11,12)/t2-,3-/m1/s1
InChIKey 
JJQQOJRGUHNREK-PWNYCUMCSA-N

Provenance

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

Method
LigQ nearest_k
Query
RUB
Homolog
Q9F1R2

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_32380.

PDB 8

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)