Ligand profile

CHEMBL5856868

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₆N₁₂O₁₄
pchembl 9.22 ~0.6 nM
Mol. weight 1359.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5856868
UniProt (similar protein)
P62937
pchembl
9.220 (~0.6 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1359.85 Da
LogP (Crippen) 3.37
H-bond donors 5
H-bond acceptors 15
TPSA 300.50 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 96
Fraction sp³ C 0.81
Formula C₇₀H₁₂₆N₁₂O₁₄

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 300.5
  • −1 ≤ LogP ≤ 5 3.37
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1359.8
  • LogP ≤ 5 3.37
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 300.5
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)COCC2CN(C(C)C)CCO2)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/C70H126N12O14/c1-27-29-30-45(15)59(83)58-63(87)73-51(28-2)66(90)75(20)49(19)65(89)80(25)57(46(16)37-95-38-50-36-82(44(13)14)31-32-96-50)62(86)74-55(42(9)10)69(93)76(21)52(33-39(3)4)61(85)71-47(17)60(84)72-48(18)64(88)77(22)53(34-40(5)6)67(91)78(23)54(35-41(7)8)68(92)79(24)56(43(11)12)70(94)81(58)26/h27,29,39-59,83H,28,30-38H2,1-26H3,(H,71,85)(H,72,84)(H,73,87)(H,74,86)/b29-27+/t45-,46-,47+,48-,49-,50?,51+,52+,53+,54+,55+,56+,57+,58+,59-/m1/s1
InChIKey 
ZAKLFJILSYQAKP-BWQLBLHZSA-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
546663
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)