Ligand profile

CHEMBL5741417

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₂H₁₂₉N₁₃O₁₄
pchembl 9.10 ~0.8 nM
Mol. weight 1400.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5741417
UniProt (similar protein)
P62937
pchembl
9.100 (~0.8 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1400.90 Da
LogP (Crippen) 4.19
H-bond donors 5
H-bond acceptors 15
TPSA 311.58 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 99
Fraction sp³ C 0.81
Formula C₇₂H₁₂₉N₁₃O₁₄

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 311.6
  • −1 ≤ LogP ≤ 5 4.19
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1400.9
  • LogP ≤ 5 4.19
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 311.6
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)CCCOC(=O)N(C)C2CCN(C)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/C72H129N13O14/c1-27-29-31-47(14)60(86)59-64(90)75-52(28-2)67(93)78(19)50(17)66(92)84(25)58(46(13)32-30-37-99-72(98)79(20)51-33-35-77(18)36-34-51)63(89)76-56(44(9)10)70(96)80(21)53(38-41(3)4)62(88)73-48(15)61(87)74-49(16)65(91)81(22)54(39-42(5)6)68(94)82(23)55(40-43(7)8)69(95)83(24)57(45(11)12)71(97)85(59)26/h27,29,41-60,86H,28,30-40H2,1-26H3,(H,73,88)(H,74,87)(H,75,90)(H,76,89)/b29-27+/t46-,47-,48+,49-,50-,52+,53+,54+,55+,56+,57+,58+,59+,60-/m1/s1
InChIKey 
QKGJFMRHNAAPLI-FCODNGBMSA-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
546655
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)