Ligand profile

CHEMBL3220760

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00717 — Peptidyl-prolyl cis-trans isomerase A

Via homolog UniProt P62937 Formula C₄₃H₆₁N₅O₁₁
pchembl 8.96 ~1.1 nM
Mol. weight 823.99 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3220760
UniProt (similar protein)
P62937
pchembl
8.960 (~1.1 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 823.99 Da
LogP (Crippen) 2.35
H-bond donors 6
H-bond acceptors 12
TPSA 224.14 Ų
Rotatable bonds 10
Aromatic rings 1 / 3
Heavy atoms 59
Fraction sp³ C 0.53
Formula C₄₃H₆₁N₅O₁₁

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 224.1
  • −1 ≤ LogP ≤ 5 2.35
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 824.0
  • LogP ≤ 5 2.35
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 224.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CON(C)C(=O)/C=C/C=C(\C)[C@@H]1C/C=C/C=C/[C@H](O)[C@H](C)[C@@H](O)[C@@H](CCC(C)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc2cccc(O)c2)C(=O)N2CCCC(N2)C(=O)O1
InChI 
InChI=1S/C43H61N5O11/c1-26(2)38-41(55)44-34(25-30-15-12-16-31(50)24-30)42(56)48-23-13-17-33(46-48)43(57)59-36(27(3)14-11-20-37(52)47(6)58-7)19-10-8-9-18-35(51)29(5)39(53)32(40(54)45-38)22-21-28(4)49/h8-12,14-16,18,20,24,26,29,32-36,38-39,46,50-51,53H,13,17,19,21-23,25H2,1-7H3,(H,44,55)(H,45,54)/b10-8+,18-9+,20-11+,27-14+/t29-,32+,33?,34-,35-,36-,38-,39+/m0/s1
InChIKey 
UOLMBKMTFQNDOO-LFIICKCGSA-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
Binding sites
PF00160

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_00717.

PDB 40

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

Ligand PDB entry

ChEMBL 99

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)