Ligand profile

CHEMBL1163621

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00164 — Bifunctional (p)ppGpp synthase/hydrolase SpoT

Via homolog UniProt Q54089 Formula C₁₄H₂₁N₅O₁₀P₂
Mol. weight 481.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1163621
UniProt (similar protein)
Q54089
Target protein
KP13_00164

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 481.30 Da
LogP (Crippen) -0.54
H-bond donors 5
H-bond acceptors 11
TPSA 221.34 Ų
Rotatable bonds 6
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.64
Formula C₁₄H₂₁N₅O₁₀P₂

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 221.3
  • −1 ≤ LogP ≤ 5 -0.54
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 481.3
  • LogP ≤ 5 -0.54
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 221.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)O[C@@H]2[C@H](O1)[C@@H](COP(=O)(O)CP(=O)(O)O)O[C@H]2n1cnc2c(=O)[nH]c(N)nc21
InChI 
InChI=1S/C14H21N5O10P2/c1-14(2)28-8-6(3-26-31(24,25)5-30(21,22)23)27-12(9(8)29-14)19-4-16-7-10(19)17-13(15)18-11(7)20/h4,6,8-9,12H,3,5H2,1-2H3,(H,24,25)(H2,21,22,23)(H3,15,17,18,20)/t6-,8-,9-,12-/m1/s1
InChIKey 
XYJNDTXEDFBMQN-WOUKDFQISA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF04607' 'PF13328

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_00164.

PDB 5

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

Ligand PDB entry

ChEMBL 6

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)