Notoamide F

Details

• Internal ID: f33cfb6b-d17b-4f16-98e3-2cae9eec7e18
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Pyrroloquinolines
• IUPAC Name: (1R,2S,17S,19S)-2-methoxy-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)OC)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)OC)C
• InChI: InChI=1S/C27H31N3O4/c1-24(2)11-9-14-16(34-24)8-7-15-18-20(28-19(14)15)25(3,4)17-13-26-10-6-12-30(26)23(32)27(17,21(18)33-5)29-22(26)31/h7-9,11,17,21,28H,6,10,12-13H2,1-5H3,(H,29,31)/t17-,21-,26-,27+/m0/s1
• InChI Key: RWPUAUNPEMCSNR-CZQHCSHRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁N₃O₄
• Molecular Weight: 461.60 g/mol
• Exact Mass: 461.23145648 g/mol
• Topological Polar Surface Area (TPSA): 83.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL461207
• J2.689.341K

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.7007	70.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6630	66.30%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9418	94.18%
P-glycoprotein inhibitior	+	0.7564	75.64%
P-glycoprotein substrate	+	0.6512	65.12%
CYP3A4 substrate	+	0.6920	69.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	-	0.5985	59.85%
CYP2C9 inhibition	-	0.7378	73.78%
CYP2C19 inhibition	-	0.7009	70.09%
CYP2D6 inhibition	-	0.8236	82.36%
CYP1A2 inhibition	-	0.7430	74.30%
CYP2C8 inhibition	+	0.4575	45.75%
CYP inhibitory promiscuity	-	0.5850	58.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9517	95.17%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	+	0.5230	52.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.8256	82.56%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6332	63.32%
skin sensitisation	-	0.8846	88.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8134	81.34%
Acute Oral Toxicity (c)	III	0.6680	66.80%
Estrogen receptor binding	+	0.8034	80.34%
Androgen receptor binding	+	0.7611	76.11%
Thyroid receptor binding	+	0.7102	71.02%
Glucocorticoid receptor binding	+	0.7081	70.81%
Aromatase binding	+	0.7554	75.54%
PPAR gamma	+	0.6809	68.09%
Honey bee toxicity	-	0.6873	68.73%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9560	95.60%

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	99.22%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.27%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.09%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.79%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.19%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.83%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.68%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.21%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.42%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.63%	93.04%
CHEMBL255	P29275	Adenosine A2b receptor	87.11%	98.59%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	87.06%	95.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.34%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.12%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.25%	90.08%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.22%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.64%	90.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.66%	91.49%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.42%	88.56%
CHEMBL4208	P20618	Proteasome component C5	81.88%	90.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.25%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.74%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.09%	98.00%

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: 25180710
• NPASS: NPC133609
• LOTUS: LTS0152942
• wikiData: Q77489796