Aplysinopsin

Details

• Internal ID: 82d9da37-50e2-40e5-bad8-74a72de35108
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 2-imino-5-[(Z)-indol-3-ylidenemethyl]-1,3-dimethylimidazol-4-ol
• SMILES (Canonical): CN1C(=C(N(C1=N)C)O)C=C2C=NC3=CC=CC=C32
• SMILES (Isomeric): CN1C(=C(N(C1=N)C)O)/C=C/2\C=NC3=CC=CC=C32
• InChI: InChI=1S/C14H14N4O/c1-17-12(13(19)18(2)14(17)15)7-9-8-16-11-6-4-3-5-10(9)11/h3-8,15,19H,1-2H3/b9-7+,15-14?
• InChI Key: CYKDGQFRORUDQP-YHUDWFPJSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄N₄O
• Molecular Weight: 254.29 g/mol
• Exact Mass: 254.11676108 g/mol
• Topological Polar Surface Area (TPSA): 62.90 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 63153-56-0
• CHEMBL404232
• NSC293855
• (E)-5-[(3-Indolyl)methylene]-2-imino-1,3-dimethyl-4-imidazolidinone
• 2-Imino-5-(1H-indol-3-ylmethylene)-1,3-dimethylimidazolidin-4-one
• 4-Imidazolidinone, 2-imino-5-(1H-indol-3-ylmethylene)-1,3-dimethyl-
• SCHEMBL11438236
• SCHEMBL11441701
• DTXSID301347391
• BDBM50321885
• NSC784745
• AKOS037630958
• NSC-293855
• NSC-784745
• A917587
• (E)-5-((1H-Indol-3yl)methylene)-2-imino-1,3-dimethylimidazolidin-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	+	0.8148	81.48%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4298	42.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6090	60.90%
P-glycoprotein inhibitior	-	0.8818	88.18%
P-glycoprotein substrate	-	0.7765	77.65%
CYP3A4 substrate	-	0.5146	51.46%
CYP2C9 substrate	-	0.5813	58.13%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.5288	52.88%
CYP2C9 inhibition	-	0.6619	66.19%
CYP2C19 inhibition	-	0.7160	71.60%
CYP2D6 inhibition	-	0.7698	76.98%
CYP1A2 inhibition	+	0.7701	77.01%
CYP2C8 inhibition	-	0.7037	70.37%
CYP inhibitory promiscuity	-	0.7095	70.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5841	58.41%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8645	86.45%
Skin irritation	-	0.7724	77.24%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5990	59.90%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8507	85.07%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7555	75.55%
Nephrotoxicity	+	0.4853	48.53%
Acute Oral Toxicity (c)	III	0.5467	54.67%
Estrogen receptor binding	+	0.8899	88.99%
Androgen receptor binding	+	0.5669	56.69%
Thyroid receptor binding	+	0.8492	84.92%
Glucocorticoid receptor binding	+	0.8692	86.92%
Aromatase binding	+	0.8160	81.60%
PPAR gamma	+	0.6703	67.03%
Honey bee toxicity	-	0.9255	92.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.7912	79.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.35%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.74%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.03%	93.65%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.89%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	81.81%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135476741
• LOTUS: LTS0259170
• wikiData: Q104401298