notoamide D

Details

• Internal ID: 02f04201-b489-49e3-908b-02f70e411df9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: (1R,13S,16S,22S)-1-hydroxy-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(CC5N4C(=O)C6CCCN6C5=O)O)C(C)(C)C=C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2N[C@@]4([C@]3(C[C@@H]5N4C(=O)[C@@H]6CCCN6C5=O)O)C(C)(C)C=C)C
• InChI: InChI=1S/C26H31N3O4/c1-6-23(2,3)26-25(32,14-18-21(30)28-13-7-8-17(28)22(31)29(18)26)16-9-10-19-15(20(16)27-26)11-12-24(4,5)33-19/h6,9-12,17-18,27,32H,1,7-8,13-14H2,2-5H3/t17-,18-,25+,26-/m0/s1
• InChI Key: ZPTMKNVJQZMLNE-SSQYTKQRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₁N₃O₄
• Molecular Weight: 449.50 g/mol
• Exact Mass: 449.23145648 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• Notamide D
• (-)-notoamide D
• CHEMBL4105208
• CHEBI:145686
• NSC789225
• NSC-789225
• (1R,13S,16S,22S)-1-hydroxy-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
• (6bR,7aS,12aS,14aS)-6b-hydroxy-3,3-dimethyl-14a-(2-methylbut-3-en-2-yl)-3,6b,7,7a,10,11,12,12a,14a,15-decahydro-8H,13H-pyrano[2,3-g]pyrrolo[1'',2'':4',5']pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-8,13-dione
• 937251-98-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8865	88.65%
Caco-2	-	0.5427	54.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9541	95.41%
P-glycoprotein inhibitior	+	0.6447	64.47%
P-glycoprotein substrate	+	0.6059	60.59%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.9062	90.62%
CYP2C9 inhibition	-	0.6858	68.58%
CYP2C19 inhibition	-	0.6948	69.48%
CYP2D6 inhibition	-	0.8425	84.25%
CYP1A2 inhibition	-	0.8652	86.52%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5930	59.30%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9664	96.64%
Skin irritation	-	0.7820	78.20%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.7040	70.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4247	42.47%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.5781	57.81%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	+	0.7233	72.33%
Androgen receptor binding	+	0.7574	75.74%
Thyroid receptor binding	+	0.6047	60.47%
Glucocorticoid receptor binding	+	0.6971	69.71%
Aromatase binding	+	0.6132	61.32%
PPAR gamma	+	0.6717	67.17%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9300	93.00%

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	97.86%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	97.76%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.74%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.52%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.19%	97.09%
CHEMBL240	Q12809	HERG	89.37%	89.76%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.98%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.60%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.16%	91.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.67%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.10%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.83%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.47%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.32%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL3524	P56524	Histone deacetylase 4	83.40%	92.97%
CHEMBL3012	Q13946	Phosphodiesterase 7A	83.25%	99.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.77%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	82.52%	98.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.65%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.93%	82.69%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.64%	90.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.34%	95.71%

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: 16127841
• NPASS: NPC187648
• LOTUS: LTS0167514
• wikiData: Q76507474