Notoamide K

Details

• Internal ID: 0c742033-cd07-465c-b758-5992ab9e2488
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: (1R,13S,16S,22S)-1,22-dihydroxy-7,7-dimethyl-13-(2-methylbut-3-en-2-yl)-6-oxa-12,14,20-triazahexacyclo[11.10.0.02,11.05,10.014,22.016,20]tricosa-2(11),3,5(10),8-tetraene-15,21-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC4(C3(CC5(N4C(=O)C6CCCN6C5=O)O)O)C(C)(C)C=C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2N[C@@]4([C@]3(C[C@]5(N4C(=O)[C@@H]6CCCN6C5=O)O)O)C(C)(C)C=C)C
• InChI: InChI=1S/C26H31N3O5/c1-6-22(2,3)26-24(32,14-25(33)21(31)28-13-7-8-17(28)20(30)29(25)26)16-9-10-18-15(19(16)27-26)11-12-23(4,5)34-18/h6,9-12,17,27,32-33H,1,7-8,13-14H2,2-5H3/t17-,24+,25-,26-/m0/s1
• InChI Key: YDQXTEHATGRQDU-RRGUOAIQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₁N₃O₅
• Molecular Weight: 465.50 g/mol
• Exact Mass: 465.22637110 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL460140

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8721	87.21%
Caco-2	-	0.6450	64.50%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6345	63.45%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8393	83.93%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9069	90.69%
P-glycoprotein inhibitior	-	0.4356	43.56%
P-glycoprotein substrate	+	0.6382	63.82%
CYP3A4 substrate	+	0.6881	68.81%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.9624	96.24%
CYP2C9 inhibition	-	0.7832	78.32%
CYP2C19 inhibition	-	0.7734	77.34%
CYP2D6 inhibition	-	0.8721	87.21%
CYP1A2 inhibition	-	0.8732	87.32%
CYP2C8 inhibition	+	0.5233	52.33%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9473	94.73%
Skin irritation	-	0.7747	77.47%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4825	48.25%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.8340	83.40%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6212	62.12%
Estrogen receptor binding	+	0.6877	68.77%
Androgen receptor binding	+	0.7834	78.34%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.6682	66.82%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	+	0.6682	66.82%
Honey bee toxicity	-	0.7937	79.37%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9022	90.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	97.27%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.97%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	95.64%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.68%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.22%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.87%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.38%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.58%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.55%	93.04%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.48%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL4208	P20618	Proteasome component C5	85.20%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.41%	82.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.20%	91.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	83.08%	98.00%
CHEMBL240	Q12809	HERG	82.50%	89.76%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.64%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.23%	97.14%

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: 25180896
• NPASS: NPC219397
• LOTUS: LTS0067050
• wikiData: Q105346991