Ligand profile

CHEMBL5891210

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 C₅₈H₉₅NO₁₈S
pchembl 9.19 ~0.6 nM
Mol. weight 1126.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5891210
UniProt (similar protein)
P62942
pchembl
9.190 (~0.6 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1126.45 Da
LogP (Crippen) 5.91
H-bond donors 2
H-bond acceptors 18
TPSA 246.26 Ų
Rotatable bonds 20
Aromatic rings 0 / 3
Heavy atoms 78
Fraction sp³ C 0.78
Formula C₅₈H₉₅NO₁₈S

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 246.3
  • −1 ≤ LogP ≤ 5 5.91
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1126.5
  • LogP ≤ 5 5.91
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 246.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COCCOCCOCCOC1C[C@H]2CC[C@H](C)[C@](O)(O2)C(=O)C(=O)N(C)C(C)C(=O)OC([C@H](C)C[C@@H]2CC[C@@H](OCCCS(C)(=O)=O)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C(O)C(OC)C(=O)C(C)CC/C=C\C=C/C=C\1C
InChI 
InChI=1S/C58H95NO18S/c1-38-19-16-14-13-15-17-20-39(2)52(61)54(71-11)53(62)42(5)33-40(3)47(60)37-50(41(4)34-45-22-24-48(51(35-45)70-10)74-25-18-32-78(12,67)68)76-57(65)44(7)59(8)56(64)55(63)58(66)43(6)21-23-46(77-58)36-49(38)75-31-30-73-29-28-72-27-26-69-9/h13-16,19,33,39-41,43-46,48-51,53-54,62,66H,17-18,20-32,34-37H2,1-12H3/b15-13-,16-14-,38-19-,42-33-/t39?,40?,41-,43+,44?,45+,46-,48-,49?,50?,51-,53?,54?,58+/m1/s1
InChIKey 
LAQQPVBCBYJMKT-WJTNNPGGSA-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
Activity
1265546
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)