Ligand profile

CHEMBL419817

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 C₅₁H₇₄N₂O₁₂
pchembl 8.44 ~3.6 nM
Mol. weight 907.16 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL419817
UniProt (similar protein)
P62942
pchembl
8.440 (~3.6 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 907.16 Da
LogP (Crippen) 6.66
H-bond donors 2
H-bond acceptors 13
TPSA 172.29 Ų
Rotatable bonds 8
Aromatic rings 2 / 6
Heavy atoms 65
Fraction sp³ C 0.69
Formula C₅₁H₇₄N₂O₁₂

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 172.3
  • −1 ≤ LogP ≤ 5 6.66
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 907.2
  • LogP ≤ 5 6.66
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 172.3
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@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/C51H74N2O12/c1-11-35-23-29(2)22-30(3)46(62-10)47-44(61-9)25-32(5)51(59,65-47)48(56)49(57)53-20-13-12-14-39(53)50(58)64-45(33(6)40(54)28-41(35)55)31(4)24-34-15-18-42(43(26-34)60-8)63-37-16-17-38-36(27-37)19-21-52(38)7/h16-17,19,21,23-24,27,30,32-35,39-40,42-47,54,59H,11-15,18,20,22,25-26,28H2,1-10H3/b29-23+,31-24+/t30-,32+,33+,34-,35+,39-,40-,42+,43+,44-,45+,46-,47-,51+/m0/s1
InChIKey 
BDSBJUGHRWINKN-HLCCTNQESA-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)