Ligand profile

CHEMBL405104

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01972 — FKBP-type 16 kDa peptidyl-prolyl cis-trans isomerase

Via homolog UniProt P62942 Formula C₄₅H₇₃NO₁₂
pchembl 8.47 ~3.4 nM
Mol. weight 820.07 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL405104
UniProt (similar protein)
P62942
pchembl
8.470 (~3.4 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 820.07 Da
LogP (Crippen) 5.25
H-bond donors 3
H-bond acceptors 12
TPSA 178.36 Ų
Rotatable bonds 7
Aromatic rings 0 / 4
Heavy atoms 58
Fraction sp³ C 0.82
Formula C₄₅H₇₃NO₁₂

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 178.4
  • −1 ≤ LogP ≤ 5 5.25
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 820.1
  • LogP ≤ 5 5.25
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 178.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H]1/C=C(\C)C[C@H](C)C[C@H](OC)[C@H]2OC(O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC(C)C)C3)[C@H](C)[C@@H](O)CC1=O)[C@@H](C)C[C@@H]2OC
InChI 
InChI=1S/C45H73NO12/c1-11-32-19-26(4)18-27(5)20-38(54-9)41-39(55-10)22-29(7)45(53,58-41)42(50)43(51)46-17-13-12-14-33(46)44(52)57-40(30(8)35(48)24-36(32)49)28(6)21-31-15-16-34(47)37(23-31)56-25(2)3/h19,21,25,27,29-35,37-41,47-48,53H,11-18,20,22-24H2,1-10H3/b26-19+,28-21+/t27-,29-,30+,31-,32+,33-,34+,35-,37+,38-,39-,40+,41+,45?/m0/s1
InChIKey 
AGKXXOWQMUAIJB-JTUVEUOQSA-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
PF00254

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_01972.

PDB 25

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)