Ligand profile

CHEMBL258218

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02854 — Putrescine aminotransferase

Via homolog UniProt P04181 Formula C₅₃H₅₄Cl₂N₈O₉S
Mol. weight 1050.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL258218
UniProt (similar protein)
P04181
Target protein
KP13_02854

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1050.03 Da
LogP (Crippen) 8.07
H-bond donors 7
H-bond acceptors 12
TPSA 234.97 Ų
Rotatable bonds 14
Aromatic rings 6 / 12
Heavy atoms 73
Fraction sp³ C 0.43
Formula C₅₃H₅₄Cl₂N₈O₉S

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 235.0
  • −1 ≤ LogP ≤ 5 8.07
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1050.0
  • LogP ≤ 5 8.07
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 235.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(CCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)[C@H](O)C(=O)N[C@H]1Cc2ccc3c(c2)[C@]24c5cccc(c5O[C@@H]2O3)-c2cccc3[nH]c(Cl)c(c23)-c2oc(nc2Cl)-c2nc(oc24)[C@H](C(C)C)NC1=O
InChI 
InChI=1S/C53H54Cl2N8O9S/c1-23(2)38-49-61-40-44(72-49)53-28-13-8-12-27(26-11-9-14-30-36(26)37(45(54)57-30)43-46(55)63-50(40)70-43)42(28)71-51(53)69-33-18-17-25(20-29(33)53)21-31(47(66)60-38)58-48(67)41(65)24(3)10-6-7-19-56-35(64)16-5-4-15-34-39-32(22-73-34)59-52(68)62-39/h8-9,11-14,17-18,20,23-24,31-32,34,38-39,41,51,57,65H,4-7,10,15-16,19,21-22H2,1-3H3,(H,56,64)(H,58,67)(H,60,66)(H2,59,62,68)/t24?,31-,32-,34-,38-,39-,41-,51-,53-/m0/s1
InChIKey 
JMXCTFAAJSQSIY-ZQKOSHQGSA-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
Binding sites
PF00202

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_02854.

PDB 13

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

Ligand PDB entry

ChEMBL 3

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)