Ligand profile

CHEMBL3559427

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32247 — Glyceraldehyde-3-phosphate dehydrogenase

Via homolog UniProt P04406 Formula C₄₀H₄₂N₈O₁₅P₂
pchembl 7.00 ~100.0 nM
Mol. weight 936.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3559427
UniProt (similar protein)
P04406
pchembl
7.000 (~100.0 nM)
Target protein
KP13_32247

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 936.76 Da
LogP (Crippen) 0.98
H-bond donors 7
H-bond acceptors 19
TPSA 325.20 Ų
Rotatable bonds 17
Aromatic rings 6 / 8
Heavy atoms 65
Fraction sp³ C 0.30
Formula C₄₀H₄₂N₈O₁₅P₂

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 325.2
  • −1 ≤ LogP ≤ 5 0.98
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 936.8
  • LogP ≤ 5 0.98
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 19
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 325.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cccc(C(=O)NC2C(O)[C@@H](COP(=O)([O-])OP(=O)(O)OC[C@H]3O[C@@H]([n+]4ccc(C(N)=O)cc4)C(O)C3O)O[C@H]2n2cnc3c(NCc4cccc5ccccc45)ncnc32)c1
InChI 
InChI=1S/C40H42N8O15P2/c1-58-26-10-5-8-24(16-26)38(53)46-30-32(49)28(61-39(30)48-21-45-31-36(43-20-44-37(31)48)42-17-25-9-4-7-22-6-2-3-11-27(22)25)18-59-64(54,55)63-65(56,57)60-19-29-33(50)34(51)40(62-29)47-14-12-23(13-15-47)35(41)52/h2-16,20-21,28-30,32-34,39-40,49-51H,17-19H2,1H3,(H5-,41,42,43,44,46,52,53,54,55,56,57)/t28-,29-,30?,32?,33?,34?,39-,40-/m1/s1
InChIKey 
SYQJJJLLKFPWON-ZQUZFXMUSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00044' 'PF02800

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_32247.

PDB 8

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

Ligand PDB entry

ChEMBL 2

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)