Ligand profile

CHEMBL525039

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProtP06881 FormulaC₁₆₀H₂₄₆N₄₄O₄₁
pchembl 9.28 ~0.5 nM
Mol. weight 3441.99 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL525039
UniProt (similar protein)
P06881
pchembl
9.280 (~0.5 nM)
Target protein
P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 3441.99 Da
LogP (Crippen) -11.29
H-bond donors 46
H-bond acceptors 43
TPSA 1331.55 Ų
Rotatable bonds 106
Aromatic rings 6 / 8
Heavy atoms 245
Fraction sp³ C 0.59
Formula C₁₆₀H₂₄₆N₄₄O₄₁

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 1331.5
  • −1 ≤ LogP ≤ 5 -11.29
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 3442.0
  • LogP ≤ 5 -11.29
  • H-bond donors ≤ 5 46
  • H-bond acceptors ≤ 10 43
Veber's rules Fail
  • Rotatable bonds ≤ 10 106
  • TPSA ≤ 140 Ų 1331.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES
CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CCCNC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=O)C(=O)N[C@@H](CO)C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(N)=O)C(C)C)[C@@H](C)O)C(C)C)C(C)C)C(C)C)[C@@H](C)O)C(C)C
InChI
InChI=1S/C160H246N44O41/c1-80(2)61-105(181-120(212)75-174-132(218)88(17)178-139(225)106(62-81(3)4)187-137(223)102(51-37-57-170-159(166)244)183-143(229)111(68-97-72-168-79-177-97)192-156(242)130(91(20)208)202-154(240)127(86(13)14)198-146(232)110(180-92(21)209)67-96-71-172-99-48-32-31-47-98(96)99)141(227)188-107(63-82(5)6)142(228)195-115(78-206)148(234)184-103(52-38-58-171-160(167)245)138(224)194-114(77-205)134(220)175-73-119(211)173-74-121(213)196-125(84(9)10)153(239)199-126(85(11)12)152(238)185-101(50-34-36-56-169-158(164)165)135(221)182-100(49-33-35-55-161)136(222)190-112(69-118(162)210)144(230)189-109(66-95-45-29-24-30-46-95)145(231)200-128(87(15)16)157(243)204-60-40-54-117(204)150(236)201-129(90(19)207)155(241)193-113(70-123(215)216)147(233)197-124(83(7)8)151(237)176-76-122(214)203-59-39-53-116(203)149(235)191-108(65-94-43-27-23-28-44-94)140(226)179-89(18)133(219)186-104(131(163)217)64-93-41-25-22-26-42-93/h22-32,41-48,71-72,79-91,100-117,124-130,172,205-208H,33-40,49-70,73-78,161H2,1-21H3,(H2,162,210)(H2,163,217)(H,168,177)(H,173,211)(H,174,218)(H,175,220)(H,176,237)(H,178,225)(H,179,226)(H,180,209)(H,181,212)(H,182,221)(H,183,229)(H,184,234)(H,185,238)(H,186,219)(H,187,223)(H,188,227)(H,189,230)(H,190,222)(H,191,235)(H,192,242)(H,193,241)(H,194,224)(H,195,228)(H,196,213)(H,197,233)(H,198,232)(H,199,239)(H,200,231)(H,201,236)(H,202,240)(H,215,216)(H4,164,165,169)(H3,166,170,244)(H3,167,171,245)/t88-,89-,90+,91+,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,124-,125-,126-,127-,128-,129-,130-/m0/s1
InChIKey
RLKYTIXOYWIXQK-MXGFYXNCSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ domain
Source
ChEMBL
Binding sites
PF00214

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to P35318.

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)