Ligand profile

CHEMBL5981471

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₂N₁₂O₁₄
pchembl 8.85 ~1.4 nM
Mol. weight 1343.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5981471
UniProt (similar protein)
P62937
pchembl
8.850 (~1.4 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1343.80 Da
LogP (Crippen) 3.09
H-bond donors 5
H-bond acceptors 15
TPSA 300.50 Ų
Rotatable bonds 16
Aromatic rings 0 / 3
Heavy atoms 95
Fraction sp³ C 0.81
Formula C₆₉H₁₂₂N₁₂O₁₄

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 3.09
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1343.8
  • LogP ≤ 5 3.09
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • 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)CN2CCC3(CC2)OCCO3)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/C69H122N12O14/c1-25-27-28-44(13)57(82)56-61(86)72-49(26-2)64(89)74(18)48(17)63(88)79(23)55(45(14)38-81-31-29-69(30-32-81)94-33-34-95-69)60(85)73-53(42(9)10)67(92)75(19)50(35-39(3)4)59(84)70-46(15)58(83)71-47(16)62(87)76(20)51(36-40(5)6)65(90)77(21)52(37-41(7)8)66(91)78(22)54(43(11)12)68(93)80(56)24/h25,27,39-57,82H,26,28-38H2,1-24H3,(H,70,84)(H,71,83)(H,72,86)(H,73,85)/b27-25+/t44-,45-,46+,47-,48-,49+,50+,51+,52+,53+,54+,55+,56+,57-/m1/s1
InChIKey 
UGMSAYIVPFSWRB-BURKWPIKSA-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
546398
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)