Waspergillamide A

Details

• Internal ID: 1966a699-aa93-4232-abd5-bc18cbc48b63
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzamides > Hippuric acids and derivatives
• IUPAC Name: 2-[(2S,5Z)-5-(2-methylpropylidene)-3,6-dioxopiperazin-2-yl]propan-2-yl 2-[(4-nitrobenzoyl)amino]acetate
• SMILES (Canonical): CC(C)C=C1C(=O)NC(C(=O)N1)C(C)(C)OC(=O)CNC(=O)C2=CC=C(C=C2)[N+](=O)[O-]
• SMILES (Isomeric): CC(C)/C=C\1/C(=O)N[C@H](C(=O)N1)C(C)(C)OC(=O)CNC(=O)C2=CC=C(C=C2)[N+](=O)[O-]
• InChI: InChI=1S/C20H24N4O7/c1-11(2)9-14-18(27)23-16(19(28)22-14)20(3,4)31-15(25)10-21-17(26)12-5-7-13(8-6-12)24(29)30/h5-9,11,16H,10H2,1-4H3,(H,21,26)(H,22,28)(H,23,27)/b14-9-/t16-/m1/s1
• InChI Key: NGYXELRSFHCDBD-IHWMJMDHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₄O₇
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.16449912 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7504	75.04%
Caco-2	-	0.7867	78.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7198	71.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7997	79.97%
P-glycoprotein inhibitior	-	0.5391	53.91%
P-glycoprotein substrate	+	0.5944	59.44%
CYP3A4 substrate	+	0.6543	65.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	-	0.6075	60.75%
CYP2C9 inhibition	-	0.6515	65.15%
CYP2C19 inhibition	+	0.5236	52.36%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	-	0.7453	74.53%
CYP2C8 inhibition	+	0.5819	58.19%
CYP inhibitory promiscuity	+	0.5343	53.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6226	62.26%
Carcinogenicity (trinary)	Non-required	0.4757	47.57%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9668	96.68%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9301	93.01%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5207	52.07%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6910	69.10%
skin sensitisation	-	0.8414	84.14%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6435	64.35%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.5472	54.72%
Androgen receptor binding	+	0.5786	57.86%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5913	59.13%
Aromatase binding	-	0.5056	50.56%
PPAR gamma	+	0.5204	52.04%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9103	91.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	98.38%	92.88%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	98.10%	89.34%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	94.62%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.05%	91.07%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.34%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.26%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.16%	97.25%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	91.83%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.80%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	89.07%	81.58%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	88.26%	89.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.88%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.78%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.27%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	85.78%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.83%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.60%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.04%	95.71%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.98%	80.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.14%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.80%	93.56%
CHEMBL4208	P20618	Proteasome component C5	82.38%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.26%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.54%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589704
• LOTUS: LTS0036550
• wikiData: Q105179246