(1R,5R,6R,7S,9S,11R,12S,13S,14R)-3-amino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradec-3-ene-5,9,12,13-tetrol

Details

• Internal ID: 7dde759f-e751-4cba-8706-749de872175a
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: (1R,5R,6R,7S,9S,11R,12S,13S,14R)-3-amino-14-methyl-8,10-dioxa-2,4-diazatetracyclo[7.3.1.17,11.01,6]tetradec-3-ene-5,9,12,13-tetrol
• SMILES (Canonical): CC1C2C3C(N=C(NC34C(C1OC(C4O)(O2)O)O)N)O
• SMILES (Isomeric): C[C@@H]1[C@H]2[C@@H]3[C@H](N=C(N[C@@]34[C@@H]([C@@H]1O[C@]([C@H]4O)(O2)O)O)N)O
• InChI: InChI=1S/C11H17N3O6/c1-2-4-3-7(16)13-9(12)14-10(3)6(15)5(2)20-11(18,19-4)8(10)17/h2-8,15-18H,1H3,(H3,12,13,14)/t2-,3-,4+,5-,6-,7-,8+,10-,11+/m1/s1
• InChI Key: RMAHGNDIHNOZMD-LJQSUJOQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇N₃O₆
• Molecular Weight: 287.27 g/mol
• Exact Mass: 287.11173527 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -3.61
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5733	57.33%
Caco-2	-	0.8355	83.55%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4340	43.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9760	97.60%
P-glycoprotein inhibitior	-	0.9127	91.27%
P-glycoprotein substrate	-	0.6162	61.62%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7854	78.54%
CYP3A4 inhibition	-	0.9624	96.24%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.7862	78.62%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.7824	78.24%
CYP2C8 inhibition	-	0.8151	81.51%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7238	72.38%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7077	70.77%
Acute Oral Toxicity (c)	III	0.5222	52.22%
Estrogen receptor binding	+	0.6057	60.57%
Androgen receptor binding	-	0.5739	57.39%
Thyroid receptor binding	+	0.8163	81.63%
Glucocorticoid receptor binding	+	0.6170	61.70%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	+	0.7473	74.73%
Honey bee toxicity	-	0.8438	84.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.9126	91.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.39%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.46%	96.90%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.59%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.37%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.97%	97.28%

Plants that contains it

• Neopicrorhiza scrophulariiflora
• Tadehagi triquetrum

Cross-Links

• PubChem: 90669996
• NPASS: NPC139857
• ChEMBL: CHEMBL3233266