Ligand profile

CHEMBL5848922

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00717 — Peptidyl-prolyl cis-trans isomerase A

Via homolog UniProt P62937 Formula C₆₇H₁₁₈N₁₂O₁₅
pchembl 8.68 ~2.1 nM
Mol. weight 1331.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5848922
UniProt (similar protein)
P62937
pchembl
8.680 (~2.1 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1331.75 Da
LogP (Crippen) 2.72
H-bond donors 5
H-bond acceptors 15
TPSA 317.57 Ų
Rotatable bonds 16
Aromatic rings 0 / 2
Heavy atoms 94
Fraction sp³ C 0.79
Formula C₆₇H₁₁₈N₁₂O₁₅

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 317.6
  • −1 ≤ LogP ≤ 5 2.72
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1331.7
  • LogP ≤ 5 2.72
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 317.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(=O)N(C)[C@@H]([C@H](C)COC(=O)N2CCOCC2)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
InChI 
InChI=1S/C67H118N12O15/c1-25-27-28-42(13)55(80)54-59(84)70-47(26-2)62(87)72(18)46(17)61(86)77(23)53(43(14)36-94-67(92)79-29-31-93-32-30-79)58(83)71-51(40(9)10)65(90)73(19)48(33-37(3)4)57(82)68-44(15)56(81)69-45(16)60(85)74(20)49(34-38(5)6)63(88)75(21)50(35-39(7)8)64(89)76(22)52(41(11)12)66(91)78(54)24/h25,27,37-55,80H,26,28-36H2,1-24H3,(H,68,82)(H,69,81)(H,70,84)(H,71,83)/b27-25+/t42-,43-,44+,45-,46-,47+,48+,49+,50+,51+,52+,53+,54+,55-/m1/s1
InChIKey 
VHTSQOQTQQFWPH-UWSHHPTNSA-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
546315
Binding sites
PF00160

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_00717.

PDB 40

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)