Notoamide I

Details

• Internal ID: 9969a1c7-0368-4c26-8e7d-6862966ea1d5
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
• IUPAC Name: (1R,17S,19S)-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.01,17.03,15.04,13.07,12.019,23]hexacosa-3(15),4(13),5,7(12),10-pentaene-2,24,26-trione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC4=C3C(=O)C56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2NC4=C3C(=O)[C@]56[C@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)C
• InChI: InChI=1S/C26H27N3O4/c1-23(2)10-8-13-15(33-23)7-6-14-17-19(27-18(13)14)24(3,4)16-12-25-9-5-11-29(25)22(32)26(16,20(17)30)28-21(25)31/h6-8,10,16,27H,5,9,11-12H2,1-4H3,(H,28,31)/t16-,25-,26+/m0/s1
• InChI Key: CDJZXTFDGOKTOT-MEMLUFBQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₇N₃O₄
• Molecular Weight: 445.50 g/mol
• Exact Mass: 445.20015635 g/mol
• Topological Polar Surface Area (TPSA): 91.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL518633
• J2.582.399K
• (1R,17S,19S)-9,9,16,16-tetramethyl-8-oxa-14,23,25-triazaheptacyclo[17.5.2.01,17.03,15.04,13.07,12.019,23]hexacosa-3(15),4(13),5,7(12),10-pentaene-2,24,26-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	-	0.7385	73.85%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7570	75.70%
BSEP inhibitior	+	0.8902	89.02%
P-glycoprotein inhibitior	+	0.7366	73.66%
P-glycoprotein substrate	+	0.6554	65.54%
CYP3A4 substrate	+	0.6689	66.89%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.7297	72.97%
CYP2C9 inhibition	-	0.7054	70.54%
CYP2C19 inhibition	-	0.6992	69.92%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.7436	74.36%
CYP2C8 inhibition	-	0.5798	57.98%
CYP inhibitory promiscuity	-	0.5774	57.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6325	63.25%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9612	96.12%
Skin irritation	-	0.8093	80.93%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.5630	56.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.8260	82.60%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7741	77.41%
Acute Oral Toxicity (c)	III	0.6583	65.83%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	+	0.7491	74.91%
Thyroid receptor binding	+	0.6635	66.35%
Glucocorticoid receptor binding	+	0.6148	61.48%
Aromatase binding	+	0.7176	71.76%
PPAR gamma	+	0.6132	61.32%
Honey bee toxicity	-	0.7700	77.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	99.06%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.09%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.21%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.61%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.93%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.09%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.96%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.10%	93.99%
CHEMBL255	P29275	Adenosine A2b receptor	90.63%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.56%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.43%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL4208	P20618	Proteasome component C5	87.68%	90.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.00%	88.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.07%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.98%	80.96%
CHEMBL2916	O14746	Telomerase reverse transcriptase	83.41%	90.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	83.17%	98.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.46%	96.67%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.70%	99.29%

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: 25180708
• NPASS: NPC244543
• LOTUS: LTS0185898
• wikiData: Q77310200