Ligand profile

CHEMBL299136

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 C₅₂H₇₈N₂O₁₃
pchembl 8.54 ~2.9 nM
Mol. weight 939.20 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL299136
UniProt (similar protein)
P62942
pchembl
8.540 (~2.9 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 939.20 Da
LogP (Crippen) 6.16
H-bond donors 2
H-bond acceptors 13
TPSA 187.67 Ų
Rotatable bonds 10
Aromatic rings 1 / 5
Heavy atoms 67
Fraction sp³ C 0.71
Formula C₅₂H₇₈N₂O₁₃

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 187.7
  • −1 ≤ LogP ≤ 5 6.16
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 939.2
  • LogP ≤ 5 6.16
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 187.7
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)N(C)c4ccccc4)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C52H78N2O13/c1-11-37-24-31(2)23-32(3)25-44(63-9)48-45(64-10)27-34(5)52(61,67-48)49(58)50(59)54-22-16-15-19-39(54)51(60)66-47(35(6)40(55)29-41(37)56)33(4)26-36-20-21-42(43(28-36)62-8)65-30-46(57)53(7)38-17-13-12-14-18-38/h12-14,17-18,24,26,32,34-37,39-40,42-45,47-48,55,61H,11,15-16,19-23,25,27-30H2,1-10H3/b31-24+,33-26+/t32-,34+,35+,36?,37+,39-,40-,42+,43+,44-,45-,47+,48+,52+/m0/s1
InChIKey 
XCRLBQGTMADAHY-JXCGSGDWSA-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)