notoamide B

Details

• Internal ID: dce691f7-5b79-484f-b164-6c3359fc875e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (1'S,3R,7'S,9'S)-7,7,10',10'-tetramethylspiro[1H-pyrano[2,3-g]indole-3,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2,2',14'-trione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC(=O)C34CC56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2NC(=O)[C@@]34C[C@]56[C@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)C
• InChI: InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17-,24-,25+,26-/m0/s1
• InChI Key: RNWRZMCJFWSZOX-OFVWMMNVSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₉N₃O₄
• Molecular Weight: 447.50 g/mol
• Exact Mass: 447.21580641 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (-)-Notoamide B
• Notamide B
• CHEMBL2042022
• DTXSID801046203
• (1'S,3R,7'S,9'S)-7,7,10',10'-tetramethylspiro[1H-pyrano[2,3-g]indole-3,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2,2',14'-trione
• 937791-52-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	-	0.7596	75.96%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5615	56.15%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8070	80.70%
BSEP inhibitior	+	0.8674	86.74%
P-glycoprotein inhibitior	+	0.5956	59.56%
P-glycoprotein substrate	+	0.6669	66.69%
CYP3A4 substrate	+	0.6651	66.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8138	81.38%
CYP3A4 inhibition	-	0.6958	69.58%
CYP2C9 inhibition	-	0.6319	63.19%
CYP2C19 inhibition	-	0.5361	53.61%
CYP2D6 inhibition	-	0.7390	73.90%
CYP1A2 inhibition	-	0.8584	85.84%
CYP2C8 inhibition	-	0.6540	65.40%
CYP inhibitory promiscuity	-	0.6437	64.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9799	97.99%
Skin irritation	-	0.7977	79.77%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.8658	86.58%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7473	74.73%
Acute Oral Toxicity (c)	III	0.6391	63.91%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	+	0.7586	75.86%
Thyroid receptor binding	+	0.6472	64.72%
Glucocorticoid receptor binding	+	0.6591	65.91%
Aromatase binding	+	0.7371	73.71%
PPAR gamma	+	0.6832	68.32%
Honey bee toxicity	-	0.7651	76.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9757	97.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.59%	93.40%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.28%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.17%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.98%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.49%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.33%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.11%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.66%	89.00%
CHEMBL3012	Q13946	Phosphodiesterase 7A	84.86%	99.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.78%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.67%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.25%	99.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.94%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.77%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.27%	90.71%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.00%	90.24%
CHEMBL4208	P20618	Proteasome component C5	82.77%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.29%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.29%	95.89%

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: 16127923
• NPASS: NPC205926
• LOTUS: LTS0043919
• wikiData: Q75067972