Ligand profile

CHEMBL6059588

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₇N₁₃O₁₂
pchembl 9.22 ~0.6 nM
Mol. weight 1342.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6059588
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 1342.86 Da
LogP (Crippen) 3.67
H-bond donors 5
H-bond acceptors 14
TPSA 285.28 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 95
Fraction sp³ C 0.81
Formula C₇₀H₁₂₇N₁₃O₁₂

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 285.3
  • −1 ≤ LogP ≤ 5 3.67
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1342.9
  • LogP ≤ 5 3.67
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 285.3
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)CCCN2CCN(CC)CC2)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/C70H127N13O12/c1-26-29-31-47(15)59(84)58-63(88)73-51(27-2)66(91)75(19)50(18)65(90)80(24)57(46(14)32-30-33-83-36-34-82(28-3)35-37-83)62(87)74-55(44(10)11)69(94)76(20)52(38-41(4)5)61(86)71-48(16)60(85)72-49(17)64(89)77(21)53(39-42(6)7)67(92)78(22)54(40-43(8)9)68(93)79(23)56(45(12)13)70(95)81(58)25/h26,29,41-59,84H,27-28,30-40H2,1-25H3,(H,71,86)(H,72,85)(H,73,88)(H,74,87)/b29-26+/t46-,47-,48+,49-,50-,51+,52+,53+,54+,55+,56+,57+,58+,59-/m1/s1
InChIKey 
CCCCYLNVKUYLLK-YJYPUCAISA-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
546635
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)