Oxysceptrin

Details

• Internal ID: 3302f929-a48d-4d55-8865-358665b2e173
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: N-[[3-(2-amino-1H-imidazol-5-yl)-2-(2-amino-5-oxo-1,4-dihydroimidazol-4-yl)-4-[[(4-bromo-1H-pyrrole-2-carbonyl)amino]methyl]cyclobutyl]methyl]-4-bromo-1H-pyrrole-2-carboxamide
• SMILES (Canonical): C1=C(NC=C1Br)C(=O)NCC2C(C(C2C3C(=O)NC(=N3)N)C4=CN=C(N4)N)CNC(=O)C5=CC(=CN5)Br
• SMILES (Isomeric): C1=C(NC=C1Br)C(=O)NCC2C(C(C2C3C(=O)NC(=N3)N)C4=CN=C(N4)N)CNC(=O)C5=CC(=CN5)Br
• InChI: InChI=1S/C22H24Br2N10O3/c23-8-1-12(27-3-8)18(35)29-5-10-11(6-30-19(36)13-2-9(24)4-28-13)16(17-20(37)34-22(26)33-17)15(10)14-7-31-21(25)32-14/h1-4,7,10-11,15-17,27-28H,5-6H2,(H,29,35)(H,30,36)(H3,25,31,32)(H3,26,33,34,37)
• InChI Key: BCDVBQKLSBGFBQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄Br₂N₁₀O₃
• Molecular Weight: 636.30 g/mol
• Exact Mass: 636.03791 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 7
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• Oxysceptrin
• DTXSID70922422
• 1H-Pyrrole-2-carboxamide, N,N'-((3-(2-amino-4,5-dihydro-5-oxo-1H-imidazol-4-yl)-4-(2-amino-1H-imidazol-4-yl)-1,2-cyclobutanediyl)bis(methylene))bis(4-bromo-, (1R-(1alpha,2beta,3alpha,4beta))-
• N,N'-{[3-(4-Hydroxy-2-imino-2,5-dihydro-1H-imidazol-5-yl)-4-(2-imino-2,3-dihydro-1H-imidazol-4-yl)cyclobutane-1,2-diyl]bis(methylene)}bis(4-bromo-1H-pyrrole-2-carboxamide)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8923	89.23%
Caco-2	-	0.8257	82.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5073	50.73%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.6409	64.09%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9361	93.61%
P-glycoprotein inhibitior	+	0.6863	68.63%
P-glycoprotein substrate	+	0.6187	61.87%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.9014	90.14%
CYP2C9 inhibition	-	0.7709	77.09%
CYP2C19 inhibition	-	0.7301	73.01%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.5756	57.56%
CYP2C8 inhibition	+	0.4557	45.57%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7204	72.04%
Carcinogenicity (trinary)	Non-required	0.5152	51.52%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9596	95.96%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6725	67.25%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8440	84.40%
Acute Oral Toxicity (c)	III	0.5824	58.24%
Estrogen receptor binding	+	0.6578	65.78%
Androgen receptor binding	+	0.6697	66.97%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	+	0.5540	55.40%
Aromatase binding	+	0.5653	56.53%
PPAR gamma	+	0.6170	61.70%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7426	74.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.30%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.77%	89.34%
CHEMBL221	P23219	Cyclooxygenase-1	93.04%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.59%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	89.73%	94.75%
CHEMBL2535	P11166	Glucose transporter	89.54%	98.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.64%	89.67%
CHEMBL4040	P28482	MAP kinase ERK2	87.54%	83.82%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.19%	93.24%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.05%	83.10%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.90%	85.30%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.81%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	86.69%	98.59%
CHEMBL4208	P20618	Proteasome component C5	86.64%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.27%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.06%	94.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.83%	91.38%
CHEMBL1829	O15379	Histone deacetylase 3	85.29%	95.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.00%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.47%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.47%	96.90%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.00%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.67%	97.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.64%	94.42%
CHEMBL1865	Q9UBN7	Histone deacetylase 6	81.44%	97.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.12%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.83%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.66%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 195213
• LOTUS: LTS0014098
• wikiData: Q82895922