Ligand profile

CHEMBL505912

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProtP06881 FormulaC₁₅₈H₂₄₄N₄₄O₄₁
pchembl 8.42 ~3.8 nM
Mol. weight 3415.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL505912
UniProt (similar protein)
P06881
pchembl
8.420 (~3.8 nM)
Target protein
P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 3415.96 Da
LogP (Crippen) -11.82
H-bond donors 46
H-bond acceptors 43
TPSA 1331.55 Ų
Rotatable bonds 107
Aromatic rings 6 / 7
Heavy atoms 243
Fraction sp³ C 0.58
Formula C₁₅₈H₂₄₄N₄₄O₄₁

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 -11.82
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 3416.0
  • LogP ≤ 5 -11.82
  • H-bond donors ≤ 5 46
  • H-bond acceptors ≤ 10 43
Veber's rules Fail
  • Rotatable bonds ≤ 10 107
  • 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)N(C)CC(=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/C158H244N44O41/c1-79(2)59-104(179-118(210)73-172-131(217)87(17)176-138(224)105(60-80(3)4)186-136(222)101(51-38-56-168-157(164)242)182-142(228)110(66-96-70-166-78-175-96)190-154(240)129(90(20)206)200-152(238)126(85(13)14)196-145(231)109(178-91(21)207)65-95-69-170-98-48-33-32-47-97(95)98)140(226)187-106(61-81(5)6)141(227)193-114(77-204)147(233)183-102(52-39-57-169-158(165)243)137(223)192-113(76-203)133(219)173-71-117(209)171-72-119(211)194-124(83(9)10)151(237)197-125(84(11)12)150(236)184-100(50-35-37-55-167-156(162)163)134(220)181-99(49-34-36-54-159)135(221)189-111(67-116(160)208)143(229)188-108(64-94-45-30-25-31-46-94)144(230)198-127(86(15)16)155(241)202-58-40-53-115(202)148(234)199-128(89(19)205)153(239)191-112(68-122(214)215)146(232)195-123(82(7)8)149(235)174-74-121(213)201(22)75-120(212)180-107(63-93-43-28-24-29-44-93)139(225)177-88(18)132(218)185-103(130(161)216)62-92-41-26-23-27-42-92/h23-33,41-48,69-70,78-90,99-115,123-129,170,203-206H,34-40,49-68,71-77,159H2,1-22H3,(H2,160,208)(H2,161,216)(H,166,175)(H,171,209)(H,172,217)(H,173,219)(H,174,235)(H,176,224)(H,177,225)(H,178,207)(H,179,210)(H,180,212)(H,181,220)(H,182,228)(H,183,233)(H,184,236)(H,185,218)(H,186,222)(H,187,226)(H,188,229)(H,189,221)(H,190,240)(H,191,239)(H,192,223)(H,193,227)(H,194,211)(H,195,232)(H,196,231)(H,197,237)(H,198,230)(H,199,234)(H,200,238)(H,214,215)(H4,162,163,167)(H3,164,168,242)(H3,165,169,243)/t87-,88-,89+,90+,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,123-,124-,125-,126-,127-,128-,129-/m0/s1
InChIKey
CGEWSIXHEGZIDF-UPTNHDQQSA-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)