Entadamide B

Details

• Internal ID: ebb8af6b-ea23-4851-a43f-95ca100f1648
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Alkanolamines > 1,2-aminoalcohols > N-acylethanolamines
• IUPAC Name: N-(2-hydroxyethyl)-3,3-bis(methylsulfanyl)propanamide
• SMILES (Canonical): CSC(CC(=O)NCCO)SC
• SMILES (Isomeric): CSC(CC(=O)NCCO)SC
• InChI: InChI=1S/C7H15NO2S2/c1-11-7(12-2)5-6(10)8-3-4-9/h7,9H,3-5H2,1-2H3,(H,8,10)
• InChI Key: YACJUWJRBSAQIG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₅NO₂S₂
• Molecular Weight: 209.30 g/mol
• Exact Mass: 209.05442107 g/mol
• Topological Polar Surface Area (TPSA): 99.90 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 110225-60-0
• N-(2-Hydroxyethyl)-3,3-bis(methylthio)propanamide
• N-(2-hydroxyethyl)-3,3-bis(methylsulfanyl)propanamide
• SCHEMBL10626630
• DTXSID00149180
• Propanamide, N-(2-hydroethyl)-3,3-bis(methylthio)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9570	95.70%
Caco-2	+	0.5707	57.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5442	54.42%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9171	91.71%
P-glycoprotein inhibitior	-	0.9333	93.33%
P-glycoprotein substrate	-	0.8343	83.43%
CYP3A4 substrate	-	0.6042	60.42%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.9562	95.62%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.5451	54.51%
CYP2C8 inhibition	-	0.9772	97.72%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.8042	80.42%
Eye irritation	+	0.6491	64.91%
Skin irritation	-	0.7934	79.34%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7084	70.84%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.8308	83.08%
Acute Oral Toxicity (c)	III	0.6859	68.59%
Estrogen receptor binding	-	0.8716	87.16%
Androgen receptor binding	-	0.6050	60.50%
Thyroid receptor binding	-	0.7610	76.10%
Glucocorticoid receptor binding	-	0.9071	90.71%
Aromatase binding	-	0.7969	79.69%
PPAR gamma	-	0.7682	76.82%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.9214	92.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.81%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.14%	83.82%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.55%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.41%	96.09%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.35%	89.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.91%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.47%	94.33%
CHEMBL230	P35354	Cyclooxygenase-2	81.26%	89.63%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	80.16%	96.67%

Plants that contains it

• Aglaia elaeagnoidea
• Aldama linearis
• Artemisia absinthium
• Bryum argenteum
• Callicarpa japonica
• Coniogramme japonica
• Coprosma areolata
• Elephantopus hirtiflorus
• Entada phaseoloides
• Euphorbia amygdaloides
• Gmelina asiatica
• Helichrysum cephaloideum
• Hesperis matronalis
• Hypericum balearicum
• Jackiella javanica
• Jatropha macrorhiza
• Ligularia cymbulifera
• Lilium philadelphicum
• Magnolia montana
• Nematolepis phebalioides
• Pangium edule
• Phyllanthus emblica
• Platyosprion platycarpum
• Searsia pyroides
• Sedum yvesi
• Senecio adenophyllus
• Solidago flexicaulis
• Sterculia foetida
• Trollius chinensis
• Vigna mungo

Cross-Links

• PubChem: 3035981
• NPASS: NPC238122
• LOTUS: LTS0038250
• wikiData: Q83014889