notoamide J

Details

• Internal ID: 53ff4114-7242-472f-8c23-9ca75b4fe80e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,8aS)-3-[[(3S)-6-hydroxy-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
• SMILES (Canonical): CC(C)(C=C)C1(C2=C(C=C(C=C2)O)NC1=O)CC3C(=O)N4CCCC4C(=O)N3
• SMILES (Isomeric): CC(C)(C=C)[C@]1(C2=C(C=C(C=C2)O)NC1=O)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3
• InChI: InChI=1S/C21H25N3O4/c1-4-20(2,3)21(13-8-7-12(25)10-14(13)23-19(21)28)11-15-18(27)24-9-5-6-16(24)17(26)22-15/h4,7-8,10,15-16,25H,1,5-6,9,11H2,2-3H3,(H,22,26)(H,23,28)/t15-,16-,21-/m0/s1
• InChI Key: YTISGDQKEGUAFL-QYWGDWMGSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅N₃O₄
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.18450629 g/mol
• Topological Polar Surface Area (TPSA): 98.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL460139
• (3S,8aS)-3-[[(3S)-6-hydroxy-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9317	93.17%
Caco-2	-	0.7544	75.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8111	81.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8338	83.38%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6153	61.53%
P-glycoprotein inhibitior	-	0.7036	70.36%
P-glycoprotein substrate	+	0.6617	66.17%
CYP3A4 substrate	+	0.6477	64.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8031	80.31%
CYP3A4 inhibition	-	0.6787	67.87%
CYP2C9 inhibition	-	0.6393	63.93%
CYP2C19 inhibition	-	0.6405	64.05%
CYP2D6 inhibition	-	0.8011	80.11%
CYP1A2 inhibition	-	0.8815	88.15%
CYP2C8 inhibition	+	0.5798	57.98%
CYP inhibitory promiscuity	-	0.5291	52.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9873	98.73%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7410	74.10%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8520	85.20%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7838	78.38%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	+	0.7290	72.90%
Thyroid receptor binding	+	0.5570	55.70%
Glucocorticoid receptor binding	+	0.6034	60.34%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.6005	60.05%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9823	98.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	97.75%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.82%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	95.43%	95.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	94.78%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.33%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.13%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.05%	90.93%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.52%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.46%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	92.92%	92.97%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.98%	82.38%
CHEMBL1937	Q92769	Histone deacetylase 2	90.79%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.47%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.31%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.88%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.55%	93.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	89.55%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.75%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.66%	90.08%
CHEMBL4208	P20618	Proteasome component C5	86.64%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.19%	100.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.89%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.11%	86.33%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	82.87%	83.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.96%	89.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.49%	99.18%

Plants that contains it

• Achillea macrophylla
• Agave aurea
• Ageratina havanensis
• Ajuga spectabilis
• Alstroemeria revoluta
• Astragalus tragacantha
• Baphia nitida
• Chamaecyparis lawsoniana
• Corynanthe mayumbensis
• Crataegus viridis var. ovata
• Crinum erubescens
• Cylindrolobus foetidus
• Emilia sonchifolia
• Encephalartos altensteinii
• Euphorbia kamerunica
• Euphorbia marginata
• Excoecaria oppositifolia
• Gardenia collinsae
• Grindelia hirsutula
• Gymnosporia senegalensis
• Jungermannia hyalina
• Kobresia nepalensis
• Ligularia muliensis
• Marrubium alysson
• Melaleuca viminalis
• Melampodium americanum
• Neolitsea aciculata
• Neolitsea pulchella
• Nuphar lutea
• Pentzia incana
• Prangos pabularia
• Selliguea feei
• Shuteria vestita
• Simaba orinocensis
• Stevia chamaedrys
• Teucrium oxylepis
• Thelypteris triphylla
• Trifolium subterraneum
• Trillium camschatcense
• Ursinia abrotanifolia

Cross-Links

• PubChem: 25180709
• NPASS: NPC39822
• LOTUS: LTS0069246
• wikiData: Q77509307