notoamide R

Details

• Internal ID: a29a34ab-8b14-47d9-b168-ddd5e9345617
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
• IUPAC Name: (1R,2S,17S,19S)-2-hydroxy-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-24,26-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC4=C3C(C56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2NC4=C3[C@@H]([C@]56[C@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)O)C
• InChI: InChI=1S/C26H29N3O4/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/h6-8,10,16,20,27,30H,5,9,11-12H2,1-4H3,(H,28,31)/t16-,20-,25-,26+/m0/s1
• InChI Key: BKNDRWLBSMZASB-MRNHWPAESA-N
• Popularity: 2 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): 94.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL2042023

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8823	88.23%
Caco-2	-	0.7195	71.95%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6766	67.66%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8997	89.97%
P-glycoprotein inhibitior	+	0.6410	64.10%
P-glycoprotein substrate	+	0.6650	66.50%
CYP3A4 substrate	+	0.6737	67.37%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.9090	90.90%
CYP2C9 inhibition	-	0.7427	74.27%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.8440	84.40%
CYP1A2 inhibition	-	0.7963	79.63%
CYP2C8 inhibition	-	0.5988	59.88%
CYP inhibitory promiscuity	-	0.7913	79.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9618	96.18%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.6532	65.32%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8791	87.91%
Acute Oral Toxicity (c)	III	0.6508	65.08%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.6690	66.90%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.7486	74.86%
PPAR gamma	+	0.6573	65.73%
Honey bee toxicity	-	0.7746	77.46%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9578	95.78%

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	98.80%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.67%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.94%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.65%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.99%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	90.80%	91.49%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.49%	93.04%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.44%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.31%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.40%	97.25%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.20%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.14%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.67%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.19%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.12%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.73%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.76%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL3012	Q13946	Phosphodiesterase 7A	81.87%	99.29%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.70%	98.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.44%	92.88%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.21%	97.28%

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: 46919488
• NPASS: NPC189079
• LOTUS: LTS0210929
• wikiData: Q77625303