Sclerominol

Details

• Internal ID: 7be216f9-efcc-4308-a17a-fee2a65da8ce
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (5Z)-3-benzyl-5-benzylidene-1-hydroxypyrazine-2,6-dione
• SMILES (Canonical): C1=CC=C(C=C1)CC2=NC(=CC3=CC=CC=C3)C(=O)N(C2=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC2=N/C(=C\C3=CC=CC=C3)/C(=O)N(C2=O)O
• InChI: InChI=1S/C18H14N2O3/c21-17-15(11-13-7-3-1-4-8-13)19-16(18(22)20(17)23)12-14-9-5-2-6-10-14/h1-11,23H,12H2/b15-11-
• InChI Key: IXZDGSWOKFRNJQ-PTNGSMBKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄N₂O₃
• Molecular Weight: 306.30 g/mol
• Exact Mass: 306.10044231 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• (5Z)-3-benzyl-5-benzylidene-1-hydroxypyrazine-2,6-dione
• 500876-24-4
• RefChem:181907
• 2,6(1H,3H)-Pyrazinedione, 1-hydroxy-5-(phenylmethyl)-3-(phenylmethylene)-, (3Z)-
• CHEBI:205271
• 5-Benzyl-3-benzylidene-1-hydroxy-3H-pyrazine-2,6-dione
• (3Z)-5-Benzyl-3-benzylidene-1-hydroxypyrazine-2,6(1H,3H)-dione
• InChI=1/C18H14N2O3/c21-17-15(11-13-7-3-1-4-8-13)19-16(18(22)20(17)23)12-14-9-5-2-6-10-14/h1-11,23H,12H2/b15-11

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7853	78.53%
Caco-2	+	0.6818	68.18%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7290	72.90%
OATP2B1 inhibitior	-	0.7108	71.08%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8817	88.17%
BSEP inhibitior	+	0.7045	70.45%
P-glycoprotein inhibitior	-	0.7893	78.93%
P-glycoprotein substrate	-	0.9529	95.29%
CYP3A4 substrate	-	0.6288	62.88%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	+	0.5385	53.85%
CYP2C9 inhibition	-	0.6916	69.16%
CYP2C19 inhibition	-	0.5540	55.40%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	-	0.6035	60.35%
CYP2C8 inhibition	-	0.8007	80.07%
CYP inhibitory promiscuity	-	0.7069	70.69%
UGT catelyzed	+	0.5159	51.59%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4897	48.97%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.7673	76.73%
Skin irritation	-	0.7450	74.50%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3894	38.94%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6460	64.60%
skin sensitisation	-	0.8148	81.48%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7284	72.84%
Nephrotoxicity	+	0.6975	69.75%
Acute Oral Toxicity (c)	III	0.6423	64.23%
Estrogen receptor binding	+	0.6255	62.55%
Androgen receptor binding	+	0.6407	64.07%
Thyroid receptor binding	+	0.5778	57.78%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	+	0.8622	86.22%
PPAR gamma	+	0.5411	54.11%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7008	70.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.35%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.31%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	83.83%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 643741
• LOTUS: LTS0116596
• wikiData: Q77423279