Ligand profile

CHEMBL1163520

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0AG20 Formula C₁₆H₂₇N₅O₁₆P₄
Mol. weight 669.31 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1163520
UniProt (similar protein)
P0AG20
Target protein
KP13_00164

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 669.31 Da
LogP (Crippen) -0.98
H-bond donors 9
H-bond acceptors 13
TPSA 330.25 Ų
Rotatable bonds 12
Aromatic rings 2 / 3
Heavy atoms 41
Fraction sp³ C 0.62
Formula C₁₆H₂₇N₅O₁₆P₄

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 330.2
  • −1 ≤ LogP ≤ 5 -0.98
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 669.3
  • LogP ≤ 5 -0.98
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 330.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)C(=O)Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](OP(=O)(O)CP(=O)(O)O)[C@H]2O)c(=O)[nH]1
InChI 
InChI=1S/C16H27N5O16P4/c1-7(2)13(23)19-16-18-12-9(14(24)20-16)17-4-21(12)15-10(22)11(37-41(33,34)6-39(28,29)30)8(36-15)3-35-40(31,32)5-38(25,26)27/h4,7-8,10-11,15,22H,3,5-6H2,1-2H3,(H,31,32)(H,33,34)(H2,25,26,27)(H2,28,29,30)(H2,18,19,20,23,24)/t8-,10-,11-,15-/m1/s1
InChIKey 
CJXCJWTVJPTSGT-ORXWAGORSA-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)