Ligand profile
CHEMBL2372188
Bioactivity hit from ChEMBL on a similar protein.
Bound to: P35318
Via homolog
pchembl
9.07
~0.9 nM
Mol. weight
3482.06 Da
Permeability
Check
PAINS
Clean
Identifiers
Database identifiers and provenance.
- Ligand ID
CHEMBL2372188- UniProt (similar protein)
P06881- pchembl
- 9.070 (~0.9 nM)
- Target protein
- P35318
Structure
2D representation rendered from SMILES.
Physicochemical properties
Computed with RDKit from SMILES.
Molecular weight
3482.06 Da
LogP (Crippen)
-10.51
H-bond donors
46
H-bond acceptors
43
TPSA
1331.55 Ų
Rotatable bonds
105
Aromatic rings
6 / 9
Heavy atoms
248
Fraction sp³ C
0.60
Formula
C₁₆₃H₂₅₀N₄₄O₄₁
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 -10.51
Lipinski's Rule of Five
Fail
3 violations
- MW ≤ 500 Da 3482.1
- LogP ≤ 5 -10.51
- H-bond donors ≤ 5 46
- H-bond acceptors ≤ 10 43
Veber's rules
Fail
- Rotatable bonds ≤ 10 105
- 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](CCCNC(=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)N1C2CCCCC2C[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)CCC(=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](CCCNC(=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)N1C2CCCCC2C[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/C163H250N44O41/c1-81(2)61-107(184-123(215)76-177-135(221)89(17)181-142(228)108(62-82(3)4)190-140(226)103(52-38-58-173-162(169)247)186-146(232)113(69-99-73-171-80-180-99)195-159(245)133(92(20)211)205-157(243)130(87(13)14)201-149(235)112(183-93(21)212)67-98-72-175-101-49-33-32-48-100(98)101)144(230)191-109(63-83(5)6)145(231)198-117(79-209)151(237)187-104(53-39-59-174-163(170)248)141(227)197-116(78-208)137(223)178-74-122(214)176-75-124(216)199-128(85(9)10)156(242)202-129(86(11)12)155(241)188-105(51-37-57-172-161(167)168)138(224)185-102(50-35-36-56-164)139(225)193-114(70-121(165)213)147(233)192-111(66-96-45-29-24-30-46-96)148(234)203-131(88(15)16)160(246)206-60-40-55-119(206)152(238)204-132(91(19)210)158(244)196-115(71-126(218)219)150(236)200-127(84(7)8)154(240)179-77-125(217)207-118-54-34-31-47-97(118)68-120(207)153(239)194-110(65-95-43-27-23-28-44-95)143(229)182-90(18)136(222)189-106(134(166)220)64-94-41-25-22-26-42-94/h22-30,32-33,41-46,48-49,72-73,80-92,97,102-120,127-133,175,208-211H,31,34-40,47,50-71,74-79,164H2,1-21H3,(H2,165,213)(H2,166,220)(H,171,180)(H,176,214)(H,177,221)(H,178,223)(H,179,240)(H,181,228)(H,182,229)(H,183,212)(H,184,215)(H,185,224)(H,186,232)(H,187,237)(H,188,241)(H,189,222)(H,190,226)(H,191,230)(H,192,233)(H,193,225)(H,194,239)(H,195,245)(H,196,244)(H,197,227)(H,198,231)(H,199,216)(H,200,236)(H,201,235)(H,202,242)(H,203,234)(H,204,238)(H,205,243)(H,218,219)(H4,167,168,172)(H3,169,173,247)(H3,170,174,248)/t89-,90-,91+,92+,97?,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118?,119-,120-,127-,128-,129-,130-,131-,132-,133-/m0/s1InChI=1S/C163H250N44O41/c1-81(2)61-107(184-123(215)76-177-135(221)89(17)181-142(228)108(62-82(3)4)190-140(226)103(52-38-58-173-162(169)247)186-146(232)113(69-99-73-171-80-180-99)195-159(245)133(92(20)211)205-157(243)130(87(13)14)201-149(235)112(183-93(21)212)67-98-72-175-101-49-33-32-48-100(98)101)144(230)191-109(63-83(5)6)145(231)198-117(79-209)151(237)187-104(53-39-59-174-163(170)248)141(227)197-116(78-208)137(223)178-74-122(214)176-75-124(216)199-128(85(9)10)156(242)202-129(86(11)12)155(241)188-105(51-37-57-172-161(167)168)138(224)185-102(50-35-36-56-164)139(225)193-114(70-121(165)213)147(233)192-111(66-96-45-29-24-30-46-96)148(234)203-131(88(15)16)160(246)206-60-40-55-119(206)152(238)204-132(91(19)210)158(244)196-115(71-126(218)219)150(236)200-127(84(7)8)154(240)179-77-125(217)207-118-54-34-31-47-97(118)68-120(207)153(239)194-110(65-95-43-27-23-28-44-95)143(229)182-90(18)136(222)189-106(134(166)220)64-94-41-25-22-26-42-94/h22-30,32-33,41-46,48-49,72-73,80-92,97,102-120,127-133,175,208-211H,31,34-40,47,50-71,74-79,164H2,1-21H3,(H2,165,213)(H2,166,220)(H,171,180)(H,176,214)(H,177,221)(H,178,223)(H,179,240)(H,181,228)(H,182,229)(H,183,212)(H,184,215)(H,185,224)(H,186,232)(H,187,237)(H,188,241)(H,189,222)(H,190,226)(H,191,230)(H,192,233)(H,193,225)(H,194,239)(H,195,245)(H,196,244)(H,197,227)(H,198,231)(H,199,216)(H,200,236)(H,201,235)(H,202,242)(H,203,234)(H,204,238)(H,205,243)(H,218,219)(H4,167,168,172)(H3,169,173,247)(H3,170,174,248)/t89-,90-,91+,92+,97?,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118?,119-,120-,127-,128-,129-,130-,131-,132-,133-/m0/s1
InChIKey
NIAFAWSLDZOGSM-YMGIDZCXSA-NNIAFAWSLDZOGSM-YMGIDZCXSA-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.
- ChEMBL ChEMBL compound CHEMBL2372188 →
- UniProt UniProt P06881 (homolog) →
- PubChem PubChem (by InChIKey) →
- Cheminformatics SwissADME prediction →
- Cheminformatics SwissTargetPrediction →
- Web Google Scholar (search “CHEMBL2372188”) →
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)