Notoamide O

Details

• Internal ID: 1d8aad68-e462-42c8-8f62-c92cfde987ed
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (1'S,2S,3'S,7'R,8'R)-7'-hydroxy-4',4',7,7-tetramethylspiro[1H-pyrano[2,3-g]indole-2,5'-6-oxa-10,15-diazatetracyclo[6.5.2.01,10.03,8]pentadecane]-3,9',14'-trione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC4(C3=O)C(C5CC67CCCN6C(=O)C5(C(O4)O)NC7=O)(C)C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2N[C@@]4(C3=O)C([C@@H]5C[C@]67CCCN6C(=O)[C@@]5([C@@H](O4)O)NC7=O)(C)C)C
• InChI: InChI=1S/C26H29N3O6/c1-22(2)10-8-13-15(34-22)7-6-14-17(13)27-26(18(14)30)23(3,4)16-12-24-9-5-11-29(24)20(32)25(16,21(33)35-26)28-19(24)31/h6-8,10,16,21,27,33H,5,9,11-12H2,1-4H3,(H,28,31)/t16-,21+,24-,25-,26+/m0/s1
• InChI Key: ZPXKISNDQRGXBE-OJUKFVNASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₉N₃O₆
• Molecular Weight: 479.50 g/mol
• Exact Mass: 479.20563565 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6992	69.92%
Caco-2	-	0.8023	80.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6260	62.60%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4717	47.17%
P-glycoprotein inhibitior	+	0.5748	57.48%
P-glycoprotein substrate	+	0.7214	72.14%
CYP3A4 substrate	+	0.6848	68.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.9626	96.26%
CYP2C9 inhibition	-	0.7596	75.96%
CYP2C19 inhibition	-	0.7827	78.27%
CYP2D6 inhibition	-	0.8644	86.44%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	+	0.4444	44.44%
CYP inhibitory promiscuity	-	0.8741	87.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6156	61.56%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9523	95.23%
Skin irritation	-	0.7700	77.00%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7884	78.84%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6455	64.55%
skin sensitisation	-	0.8321	83.21%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7501	75.01%
Acute Oral Toxicity (c)	III	0.6848	68.48%
Estrogen receptor binding	+	0.7117	71.17%
Androgen receptor binding	+	0.7705	77.05%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.7209	72.09%
Aromatase binding	+	0.7987	79.87%
PPAR gamma	+	0.5824	58.24%
Honey bee toxicity	-	0.7053	70.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.37%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.75%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.92%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.83%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.44%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.09%	94.45%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.93%	95.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.85%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	89.78%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.44%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.67%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.61%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.49%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.24%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.10%	86.33%
CHEMBL3012	Q13946	Phosphodiesterase 7A	84.04%	99.29%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.66%	88.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.19%	90.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.65%	97.28%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.37%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.22%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.81%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	81.61%	90.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.51%	92.88%

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: 102043608
• NPASS: NPC37623
• LOTUS: LTS0043991
• wikiData: Q75059212