11-oxo-onnamide A

Details

• Internal ID: 428bca8b-bde4-404f-bc43-6be42b2aa7fc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids > N-acyl-L-alpha-amino acids
• IUPAC Name: (2S)-2-[[(2E,4E,6E)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-11-oxododeca-2,4,6-trienoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CC(=O)CCCC=CC=CC=CC(=O)NC(CCCN=C(N)N)C(=O)O)(C)C)OC)OCO2)O)OC)C
• SMILES (Isomeric): C[C@H]1[C@H](O[C@](CC1=C)([C@@H](C(=O)N[C@@H]2[C@@H]3[C@@H]([C@H](C([C@H](O3)CC(=O)CCC/C=C/C=C/C=C/C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)(C)C)OC)OCO2)O)OC)C
• InChI: InChI=1S/C39H61N5O12/c1-23-21-39(52-7,56-25(3)24(23)2)32(47)34(48)44-35-31-30(53-22-54-35)33(51-6)38(4,5)28(55-31)20-26(45)16-13-11-9-8-10-12-14-18-29(46)43-27(36(49)50)17-15-19-42-37(40)41/h8-10,12,14,18,24-25,27-28,30-33,35,47H,1,11,13,15-17,19-22H2,2-7H3,(H,43,46)(H,44,48)(H,49,50)(H4,40,41,42)/b9-8+,12-10+,18-14+/t24-,25-,27+,28-,30+,31+,32-,33-,35+,39-/m1/s1
• InChI Key: RHLCDLSVRPNYME-SNJWUWJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₁N₅O₁₂
• Molecular Weight: 791.90 g/mol
• Exact Mass: 791.43167240 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 20

Synonyms

• CHEMBL501548

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5166	51.66%
Caco-2	-	0.8584	85.84%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6708	67.08%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.7983	79.83%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9694	96.94%
P-glycoprotein inhibitior	+	0.7600	76.00%
P-glycoprotein substrate	+	0.7940	79.40%
CYP3A4 substrate	+	0.7402	74.02%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.7824	78.24%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	-	0.7977	79.77%
CYP2C8 inhibition	+	0.7789	77.89%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6982	69.82%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5972	59.72%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.8413	84.13%
Androgen receptor binding	+	0.7036	70.36%
Thyroid receptor binding	+	0.5861	58.61%
Glucocorticoid receptor binding	+	0.7542	75.42%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.7941	79.41%
Honey bee toxicity	-	0.6041	60.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8572	85.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.81%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.69%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.49%	95.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.92%	96.47%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	92.43%	91.19%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.14%	92.88%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.57%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.21%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.66%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.25%	89.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.23%	98.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.16%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.15%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	86.39%	100.00%
CHEMBL5028	O14672	ADAM10	86.37%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.07%	95.50%
CHEMBL2185	Q96GD4	Serine/threonine-protein kinase Aurora-B	83.80%	96.80%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.75%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.28%	90.71%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.21%	97.03%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.29%	82.50%
CHEMBL259	P32245	Melanocortin receptor 4	81.13%	95.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.00%	95.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.80%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.31%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23427557
• LOTUS: LTS0221818
• wikiData: Q105236460