Wasalexin A

Details

• Internal ID: 54dc640e-5be7-4189-b99c-6f39819edcee
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (3E)-3-[[bis(methylsulfanyl)methylideneamino]methylidene]-1-methoxyindol-2-one
• SMILES (Canonical): CON1C2=CC=CC=C2C(=CN=C(SC)SC)C1=O
• SMILES (Isomeric): CON1C2=CC=CC=C2/C(=C\N=C(SC)SC)/C1=O
• InChI: InChI=1S/C13H14N2O2S2/c1-17-15-11-7-5-4-6-9(11)10(12(15)16)8-14-13(18-2)19-3/h4-8H,1-3H3/b10-8+
• InChI Key: JJQPWCPYNJNWID-CSKARUKUSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₂S₂
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.04967004 g/mol
• Topological Polar Surface Area (TPSA): 92.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL103746
• CHEBI:174780
• (3E)-3-[[bis(methylsulanyl)methylideneamino]methylidene]-1-methoxyindol-2-one
• (3E)-3-({[bis(methylsulfanyl)methylidene]amino}methylidene)-1-methoxy-2,3-dihydro-1H-indol-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	+	0.7688	76.88%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.5363	53.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6984	69.84%
P-glycoprotein inhibitior	-	0.7790	77.90%
P-glycoprotein substrate	-	0.8947	89.47%
CYP3A4 substrate	+	0.5346	53.46%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.8220	82.20%
CYP2C9 inhibition	+	0.5461	54.61%
CYP2C19 inhibition	+	0.6376	63.76%
CYP2D6 inhibition	-	0.8618	86.18%
CYP1A2 inhibition	+	0.7391	73.91%
CYP2C8 inhibition	-	0.8360	83.60%
CYP inhibitory promiscuity	+	0.8646	86.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.4960	49.60%
Eye corrosion	-	0.9751	97.51%
Eye irritation	+	0.5951	59.51%
Skin irritation	-	0.7533	75.33%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3956	39.56%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6940	69.40%
skin sensitisation	-	0.7997	79.97%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7182	71.82%
Nephrotoxicity	+	0.8098	80.98%
Acute Oral Toxicity (c)	III	0.5243	52.43%
Estrogen receptor binding	+	0.6311	63.11%
Androgen receptor binding	-	0.5207	52.07%
Thyroid receptor binding	+	0.6603	66.03%
Glucocorticoid receptor binding	+	0.5515	55.15%
Aromatase binding	+	0.7831	78.31%
PPAR gamma	-	0.4904	49.04%
Honey bee toxicity	-	0.7430	74.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9737	97.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.33%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.80%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.27%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.25%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.96%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.49%	96.67%
CHEMBL4208	P20618	Proteasome component C5	80.36%	90.00%

Plants that contains it

• Eutrema halophilum
• Eutrema japonicum
• Thlaspi arvense

Cross-Links

• PubChem: 44333108
• LOTUS: LTS0184843
• wikiData: Q105129827