Ligand profile

CHEMBL6050788

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₆N₁₂O₁₅S
pchembl 8.80 ~1.6 nM
Mol. weight 1395.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6050788
UniProt (similar protein)
P62937
pchembl
8.800 (~1.6 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1395.90 Da
LogP (Crippen) 2.33
H-bond donors 6
H-bond acceptors 17
TPSA 334.20 Ų
Rotatable bonds 41
Aromatic rings 0 / 1
Heavy atoms 97
Fraction sp³ C 0.81
Formula C₆₉H₁₂₆N₁₂O₁₅S

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 334.2
  • −1 ≤ LogP ≤ 5 2.33
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1395.9
  • LogP ≤ 5 2.33
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 41
  • TPSA ≤ 140 Ų 334.2
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(C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(C)=O)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@@H](NC)[C@H](C)COCCN1CCS(=O)(=O)CC1)C(C)C
InChI 
InChI=1S/C69H126N12O15S/c1-26-28-29-45(13)59(83)58(63(87)73-51(27-2)65(89)75(20)49(17)50(18)82)80(25)69(93)57(44(11)12)79(24)67(91)54(38-42(7)8)78(23)66(90)53(37-41(5)6)77(22)64(88)48(16)72-60(84)47(15)71-61(85)52(36-40(3)4)76(21)68(92)55(43(9)10)74-62(86)56(70-19)46(14)39-96-33-30-81-31-34-97(94,95)35-32-81/h26,28,40-49,51-59,70,83H,27,29-39H2,1-25H3,(H,71,85)(H,72,84)(H,73,87)(H,74,86)/b28-26+/t45-,46-,47+,48-,49-,51+,52+,53+,54+,55+,56+,57+,58?,59-/m1/s1
InChIKey 
UMEZBBLCOBPGCU-PNZMLKAFSA-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
546458
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)