Notoamide Q

Details

• Internal ID: f9f94b59-dddd-4645-a78c-92f8a233fe0e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (3S,8aR)-3-[[(3R)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-8a-methoxy-3,6,7,8-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC(=O)C3(CC4C(=O)N5CCCC5(C(=O)N4)OC)C(C)(C)C=C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2NC(=O)[C@]3(C[C@H]4C(=O)N5CCC[C@]5(C(=O)N4)OC)C(C)(C)C=C)C
• InChI: InChI=1S/C27H33N3O5/c1-7-24(2,3)26(15-18-21(31)30-14-8-12-27(30,34-6)23(33)28-18)17-9-10-19-16(20(17)29-22(26)32)11-13-25(4,5)35-19/h7,9-11,13,18H,1,8,12,14-15H2,2-6H3,(H,28,33)(H,29,32)/t18-,26+,27+/m0/s1
• InChI Key: OCKJJINPDXBXCN-IYYJOCMQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₃N₃O₅
• Molecular Weight: 479.60 g/mol
• Exact Mass: 479.24202116 g/mol
• Topological Polar Surface Area (TPSA): 97.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9335	93.35%
Caco-2	-	0.7638	76.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6264	62.64%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8552	85.52%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9452	94.52%
P-glycoprotein inhibitior	+	0.7557	75.57%
P-glycoprotein substrate	+	0.6310	63.10%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8259	82.59%
CYP3A4 inhibition	-	0.5123	51.23%
CYP2C9 inhibition	-	0.7516	75.16%
CYP2C19 inhibition	-	0.6707	67.07%
CYP2D6 inhibition	-	0.8189	81.89%
CYP1A2 inhibition	-	0.8591	85.91%
CYP2C8 inhibition	+	0.5219	52.19%
CYP inhibitory promiscuity	-	0.7517	75.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9660	96.60%
Skin irritation	-	0.7794	77.94%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8358	83.58%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8706	87.06%
Acute Oral Toxicity (c)	III	0.6375	63.75%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.7261	72.61%
Thyroid receptor binding	+	0.6921	69.21%
Glucocorticoid receptor binding	+	0.6928	69.28%
Aromatase binding	+	0.6422	64.22%
PPAR gamma	+	0.7067	70.67%
Honey bee toxicity	-	0.6842	68.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9618	96.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.82%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.76%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	94.49%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.84%	91.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	91.68%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.02%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.94%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.54%	93.40%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.73%	97.14%
CHEMBL4208	P20618	Proteasome component C5	87.41%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	87.36%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.23%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.69%	96.77%
CHEMBL255	P29275	Adenosine A2b receptor	85.89%	98.59%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.89%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.42%	97.28%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.96%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.94%	90.08%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.24%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.88%	90.71%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.71%	98.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.30%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.09%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.68%	88.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.31%	85.14%

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: 46919487
• NPASS: NPC40592
• LOTUS: LTS0154770
• wikiData: Q77499213