Ligand profile

CHEMBL6060257

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₄H₁₁₅N₁₁O₁₄
pchembl 8.72 ~1.9 nM
Mol. weight 1262.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6060257
UniProt (similar protein)
P62937
pchembl
8.720 (~1.9 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1262.69 Da
LogP (Crippen) 2.52
H-bond donors 5
H-bond acceptors 14
TPSA 297.26 Ų
Rotatable bonds 18
Aromatic rings 0 / 1
Heavy atoms 89
Fraction sp³ C 0.80
Formula C₆₄H₁₁₅N₁₁O₁₄

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 297.3
  • −1 ≤ LogP ≤ 5 2.52
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1262.7
  • LogP ≤ 5 2.52
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 297.3
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(COC)COC)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/C64H115N11O14/c1-26-28-29-40(13)53(76)52-57(80)67-45(27-2)60(83)69(17)43(16)59(82)74(22)51(44(33-88-24)34-89-25)56(79)68-49(38(9)10)63(86)70(18)46(30-35(3)4)55(78)65-41(14)54(77)66-42(15)58(81)71(19)47(31-36(5)6)61(84)72(20)48(32-37(7)8)62(85)73(21)50(39(11)12)64(87)75(52)23/h26,28,35-53,76H,27,29-34H2,1-25H3,(H,65,78)(H,66,77)(H,67,80)(H,68,79)/b28-26+/t40-,41+,42-,43-,45+,46+,47+,48+,49+,50+,51+,52+,53-/m1/s1
InChIKey 
GAYHXURSEKSYLW-ILPBLYQGSA-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
546506
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)