Ligand profile

CHEMBL6044098

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₅N₁₃O₁₃
pchembl 9.05 ~0.9 nM
Mol. weight 1356.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6044098
UniProt (similar protein)
P62937
pchembl
9.050 (~0.9 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1356.85 Da
LogP (Crippen) 3.22
H-bond donors 6
H-bond acceptors 14
TPSA 325.13 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 96
Fraction sp³ C 0.80
Formula C₇₀H₁₂₅N₁₃O₁₃

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 325.1
  • −1 ≤ LogP ≤ 5 3.22
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1356.8
  • LogP ≤ 5 3.22
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 325.1
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)CCCN2CCC(C(N)=O)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/C70H125N13O13/c1-25-27-29-45(14)58(84)57-63(89)74-50(26-2)66(92)76(18)48(17)65(91)81(23)56(44(13)30-28-33-83-34-31-49(32-35-83)59(71)85)62(88)75-54(42(9)10)69(95)77(19)51(36-39(3)4)61(87)72-46(15)60(86)73-47(16)64(90)78(20)52(37-40(5)6)67(93)79(21)53(38-41(7)8)68(94)80(22)55(43(11)12)70(96)82(57)24/h25,27,39-58,84H,26,28-38H2,1-24H3,(H2,71,85)(H,72,87)(H,73,86)(H,74,89)(H,75,88)/b27-25+/t44-,45-,46+,47-,48-,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
WGTDTYMRVOCGIH-WQDBAEPXSA-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
546627
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)