Ligand profile

CHEMBL5843757

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₂N₁₂O₁₄
pchembl 8.62 ~2.4 nM
Mol. weight 1355.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5843757
UniProt (similar protein)
P62937
pchembl
8.620 (~2.4 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1355.82 Da
LogP (Crippen) 3.42
H-bond donors 5
H-bond acceptors 14
TPSA 308.34 Ų
Rotatable bonds 17
Aromatic rings 0 / 3
Heavy atoms 96
Fraction sp³ C 0.80
Formula C₇₀H₁₂₂N₁₂O₁₄

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 308.3
  • −1 ≤ LogP ≤ 5 3.42
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1355.8
  • LogP ≤ 5 3.42
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 308.3
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)CCC(=O)N2CC3CCC(C2)O3)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/C70H122N12O14/c1-25-27-28-44(14)59(84)58-63(88)73-50(26-2)66(91)75(18)47(17)65(90)80(23)57(43(13)29-32-54(83)82-36-48-30-31-49(37-82)96-48)62(87)74-55(41(9)10)69(94)76(19)51(33-38(3)4)61(86)71-45(15)60(85)72-46(16)64(89)77(20)52(34-39(5)6)67(92)78(21)53(35-40(7)8)68(93)79(22)56(42(11)12)70(95)81(58)24/h25,27,38-53,55-59,84H,26,28-37H2,1-24H3,(H,71,86)(H,72,85)(H,73,88)(H,74,87)/b27-25+/t43-,44-,45+,46-,47-,48?,49?,50+,51+,52+,53+,55+,56+,57+,58+,59-/m1/s1
InChIKey 
XXNDPYMYDAJHIT-YCBNIFNKSA-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
546522
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)