Ligand profile

CHEMBL295372

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 C₅₀H₇₅N₃O₁₃
pchembl 8.49 ~3.2 nM
Mol. weight 926.16 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL295372
UniProt (similar protein)
P62942
pchembl
8.490 (~3.2 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 926.16 Da
LogP (Crippen) 5.53
H-bond donors 3
H-bond acceptors 14
TPSA 209.35 Ų
Rotatable bonds 10
Aromatic rings 1 / 5
Heavy atoms 66
Fraction sp³ C 0.72
Formula C₅₀H₇₅N₃O₁₃

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 209.3
  • −1 ≤ LogP ≤ 5 5.53
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 926.2
  • LogP ≤ 5 5.53
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 209.3
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]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/C3CC[C@@H](OCC(=O)Nc4ccncc4)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C50H75N3O13/c1-10-35-22-29(2)21-30(3)23-42(62-8)46-43(63-9)25-32(5)50(60,66-46)47(57)48(58)53-20-12-11-13-37(53)49(59)65-45(33(6)38(54)27-39(35)55)31(4)24-34-14-15-40(41(26-34)61-7)64-28-44(56)52-36-16-18-51-19-17-36/h16-19,22,24,30,32-35,37-38,40-43,45-46,54,60H,10-15,20-21,23,25-28H2,1-9H3,(H,51,52,56)/b29-22+,31-24+/t30-,32+,33+,34?,35+,37-,38-,40+,41+,42-,43-,45+,46+,50+/m0/s1
InChIKey 
JBGNMAIGQLHVHG-IHSDIUSTSA-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)