(1S,5R)-3-amino-13,14-dibromo-5-methoxy-2,4,9,15-tetrazatetracyclo[7.6.0.01,5.011,15]pentadeca-2,11,13-trien-10-one

Details

• Internal ID: 94c37bec-27b5-44ed-87d5-d32f6717cee6
• Taxonomy: Organoheterocyclic compounds > Imidazopyridines
• IUPAC Name: (1S,5R)-3-amino-13,14-dibromo-5-methoxy-2,4,9,15-tetrazatetracyclo[7.6.0.01,5.011,15]pentadeca-2,11,13-trien-10-one
• SMILES (Canonical): COC12CCCN3C1(N=C(N2)N)N4C(=CC(=C4Br)Br)C3=O
• SMILES (Isomeric): CO[C@]12CCCN3[C@]1(N=C(N2)N)N4C(=CC(=C4Br)Br)C3=O
• InChI: InChI=1S/C12H13Br2N5O2/c1-21-11-3-2-4-18-9(20)7-5-6(13)8(14)19(7)12(11,18)17-10(15)16-11/h5H,2-4H2,1H3,(H3,15,16,17)/t11-,12+/m1/s1
• InChI Key: WRPQWSIBDZEYMZ-NEPJUHHUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃Br₂N₅O₂
• Molecular Weight: 419.07 g/mol
• Exact Mass: 418.94155 g/mol
• Topological Polar Surface Area (TPSA): 84.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.5295	52.95%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5295	52.95%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9008	90.08%
P-glycoprotein inhibitior	-	0.8844	88.44%
P-glycoprotein substrate	-	0.5847	58.47%
CYP3A4 substrate	+	0.5610	56.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8316	83.16%
CYP3A4 inhibition	-	0.6938	69.38%
CYP2C9 inhibition	-	0.7305	73.05%
CYP2C19 inhibition	-	0.6934	69.34%
CYP2D6 inhibition	-	0.8279	82.79%
CYP1A2 inhibition	-	0.5849	58.49%
CYP2C8 inhibition	-	0.7809	78.09%
CYP inhibitory promiscuity	-	0.8666	86.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8532	85.32%
Carcinogenicity (trinary)	Non-required	0.6189	61.89%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9626	96.26%
Skin irritation	-	0.7680	76.80%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4926	49.26%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5714	57.14%
skin sensitisation	-	0.8366	83.66%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5713	57.13%
Acute Oral Toxicity (c)	III	0.5276	52.76%
Estrogen receptor binding	+	0.8088	80.88%
Androgen receptor binding	+	0.6747	67.47%
Thyroid receptor binding	+	0.6558	65.58%
Glucocorticoid receptor binding	+	0.8745	87.45%
Aromatase binding	+	0.7269	72.69%
PPAR gamma	+	0.7194	71.94%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.7256	72.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.27%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.45%	86.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.78%	95.69%
CHEMBL230	P35354	Cyclooxygenase-2	91.54%	89.63%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.14%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	91.12%	94.75%
CHEMBL325	Q13547	Histone deacetylase 1	90.84%	95.92%
CHEMBL4208	P20618	Proteasome component C5	89.59%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.42%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.29%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.27%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.67%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.89%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.51%	82.38%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.48%	90.24%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.28%	94.42%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.63%	90.08%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.19%	85.30%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	82.07%	98.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.43%	94.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.06%	90.71%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.12%	86.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.06%	88.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102080628
• LOTUS: LTS0129569
• wikiData: Q105311501