Ligand profile

CHEMBL303180

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 C₅₁H₇₄N₂O₁₃
pchembl 8.55 ~2.8 nM
Mol. weight 923.15 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL303180
UniProt (similar protein)
P62942
pchembl
8.550 (~2.8 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 923.15 Da
LogP (Crippen) 5.63
H-bond donors 3
H-bond acceptors 14
TPSA 192.52 Ų
Rotatable bonds 8
Aromatic rings 2 / 6
Heavy atoms 66
Fraction sp³ C 0.69
Formula C₅₁H₇₄N₂O₁₃

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 192.5
  • −1 ≤ LogP ≤ 5 5.63
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 923.2
  • LogP ≤ 5 5.63
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 192.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H]1/C=C(\C)[C@@H](O)[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](Oc4ccc5c(ccn5C)c4)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C51H74N2O13/c1-11-34-23-28(2)44(56)32(6)46(63-10)47-43(62-9)24-30(4)51(60,66-47)48(57)49(58)53-20-13-12-14-38(53)50(59)65-45(31(5)39(54)27-40(34)55)29(3)22-33-15-18-41(42(25-33)61-8)64-36-16-17-37-35(26-36)19-21-52(37)7/h16-17,19,21-23,26,30-34,38-39,41-47,54,56,60H,11-15,18,20,24-25,27H2,1-10H3/b28-23+,29-22+/t30-,31-,32+,33+,34-,38+,39+,41-,42-,43+,44-,45-,46+,47+,51-/m1/s1
InChIKey 
YJSYJENQBQQYEQ-ZUZRNCNGSA-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)