Notoamide A

Details

• Internal ID: 7b352cf0-dba3-498c-a434-9b6bff9a9e07
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (1S,7S,9S,11R)-1'-hydroxy-7',7',10,10-tetramethylspiro[3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-11,3'-pyrano[2,3-g]indole]-2,2',14-trione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2N(C(=O)C34CC56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2N(C(=O)[C@@]34C[C@]56[C@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)O)C
• InChI: InChI=1S/C26H29N3O5/c1-22(2)10-8-14-16(34-22)7-6-15-18(14)29(33)20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)27-26)9-5-11-28(24)21(26)32/h6-8,10,17,33H,5,9,11-13H2,1-4H3,(H,27,30)/t17-,24-,25+,26-/m0/s1
• InChI Key: KGCIBVDLLPYXFL-OFVWMMNVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₉N₃O₅
• Molecular Weight: 463.50 g/mol
• Exact Mass: 463.21072103 g/mol
• Topological Polar Surface Area (TPSA): 99.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (-)-Notoamide A
• Notamide A
• CHEMBL4073546
• DTXSID401046201
• 937810-92-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9164	91.64%
Caco-2	-	0.7437	74.37%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6397	63.97%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8894	88.94%
P-glycoprotein inhibitior	+	0.5747	57.47%
P-glycoprotein substrate	+	0.6624	66.24%
CYP3A4 substrate	+	0.6568	65.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8181	81.81%
CYP3A4 inhibition	-	0.7409	74.09%
CYP2C9 inhibition	-	0.6249	62.49%
CYP2C19 inhibition	-	0.5860	58.60%
CYP2D6 inhibition	-	0.8190	81.90%
CYP1A2 inhibition	-	0.8659	86.59%
CYP2C8 inhibition	-	0.6045	60.45%
CYP inhibitory promiscuity	-	0.7060	70.60%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5232	52.32%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9690	96.90%
Skin irritation	-	0.7642	76.42%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8148	81.48%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6332	63.32%
skin sensitisation	-	0.8313	83.13%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8031	80.31%
Acute Oral Toxicity (c)	III	0.6174	61.74%
Estrogen receptor binding	+	0.7170	71.70%
Androgen receptor binding	+	0.7505	75.05%
Thyroid receptor binding	+	0.6024	60.24%
Glucocorticoid receptor binding	+	0.5912	59.12%
Aromatase binding	+	0.7157	71.57%
PPAR gamma	+	0.6200	62.00%
Honey bee toxicity	-	0.8036	80.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.34%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.46%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.83%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.50%	93.99%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.72%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.45%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.47%	89.00%
CHEMBL4208	P20618	Proteasome component C5	87.34%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.94%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	84.56%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.45%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.16%	88.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.29%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.63%	82.69%

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: 16128040
• NPASS: NPC146795
• LOTUS: LTS0040266
• wikiData: Q77368278