Ligand profile

CHEMBL431360

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 C₅₀H₇₂N₂O₁₂
pchembl 8.29 ~5.1 nM
Mol. weight 893.13 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL431360
UniProt (similar protein)
P62942
pchembl
8.290 (~5.1 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 893.13 Da
LogP (Crippen) 6.65
H-bond donors 3
H-bond acceptors 12
TPSA 183.15 Ų
Rotatable bonds 8
Aromatic rings 2 / 6
Heavy atoms 64
Fraction sp³ C 0.68
Formula C₅₀H₇₂N₂O₁₂

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 183.1
  • −1 ≤ LogP ≤ 5 6.65
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 893.1
  • LogP ≤ 5 6.65
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 183.1
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@H](OC)[C@H]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](Oc4ccc5[nH]ccc5c4)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C50H72N2O12/c1-10-34-22-28(2)21-29(3)45(61-9)46-43(60-8)24-31(5)50(58,64-46)47(55)48(56)52-20-12-11-13-38(52)49(57)63-44(32(6)39(53)27-40(34)54)30(4)23-33-14-17-41(42(25-33)59-7)62-36-15-16-37-35(26-36)18-19-51-37/h15-16,18-19,22-23,26,29,31-34,38-39,41-46,51,53,58H,10-14,17,20-21,24-25,27H2,1-9H3/b28-22+,30-23+/t29-,31+,32+,33-,34+,38-,39-,41+,42+,43-,44+,45-,46-,50+/m0/s1
InChIKey 
FYCXTNKLEVQTIK-OQGZAIGOSA-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)