Ligand profile

CHEMBL5887631

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₅N₁₃O₁₄
pchembl 8.89 ~1.3 nM
Mol. weight 1360.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5887631
UniProt (similar protein)
P62937
pchembl
8.890 (~1.3 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1360.84 Da
LogP (Crippen) 1.89
H-bond donors 5
H-bond acceptors 16
TPSA 303.74 Ų
Rotatable bonds 20
Aromatic rings 0 / 2
Heavy atoms 96
Fraction sp³ C 0.81
Formula C₆₉H₁₂₅N₁₃O₁₄

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 303.7
  • −1 ≤ LogP ≤ 5 1.89
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1360.8
  • LogP ≤ 5 1.89
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 303.7
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](CN2CCN(CCOC)CC2)OC)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/C69H125N13O14/c1-26-28-29-45(13)58(83)57-62(87)72-49(27-2)65(90)74(17)48(16)64(89)79(22)56(53(96-25)39-82-32-30-81(31-33-82)34-35-95-24)61(86)73-54(43(9)10)68(93)75(18)50(36-40(3)4)60(85)70-46(14)59(84)71-47(15)63(88)76(19)51(37-41(5)6)66(91)77(20)52(38-42(7)8)67(92)78(21)55(44(11)12)69(94)80(57)23/h26,28,40-58,83H,27,29-39H2,1-25H3,(H,70,85)(H,71,84)(H,72,87)(H,73,86)/b28-26+/t45-,46+,47-,48-,49+,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
MWUVAGZAJWQVEP-VKBFEWJASA-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
546675
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)