[(1R,3R,5S,6R)-8-methyl-6-[(Z)-2-methylbut-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-yl] (1R,3R,6S,7S,8R,9S,12R,14R,16S,18R,21E,25R,27S)-6,15,22,28-tetramethyl-5,10,20,23-tetraoxo-8-phenyl-4,11,19,24-tetraoxa-15,28-diazahexacyclo[23.3.1.114,18.03,27.06,9.012,16]triacont-21-ene-7-carboxylate

Details

• Internal ID: 72905be0-2d4f-4e9d-93ac-c15cd32af281
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1R,3R,5S,6R)-8-methyl-6-[(Z)-2-methylbut-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-yl] (1R,3R,6S,7S,8R,9S,12R,14R,16S,18R,21E,25R,27S)-6,15,22,28-tetramethyl-5,10,20,23-tetraoxo-8-phenyl-4,11,19,24-tetraoxa-15,28-diazahexacyclo[23.3.1.114,18.03,27.06,9.012,16]triacont-21-ene-7-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2CC(CC1N2C)OC(=O)C3C(C4C3(C(=O)OC5CC6CC(CC5N6C)OC(=O)C(=CC(=O)OC7CC8CC(C(C7)N8C)OC4=O)C)C)C9=CC=CC=C9
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1C[C@H]2C[C@H](C[C@@H]1N2C)OC(=O)[C@H]3[C@H]([C@H]4[C@]3(C(=O)O[C@@H]5C[C@H]6C[C@H](C[C@@H]5N6C)OC(=O)/C(=C/C(=O)O[C@@H]7C[C@@H]8C[C@H]([C@H](C7)N8C)OC4=O)/C)C)C9=CC=CC=C9
• InChI: InChI=1S/C48H61N3O12/c1-8-24(2)43(53)61-36-18-28-17-32(23-34(36)50(28)6)60-45(55)41-40(26-12-10-9-11-13-26)42-46(56)62-37-19-27-15-30(21-33(37)49(27)5)58-39(52)14-25(3)44(54)59-31-16-29-20-38(35(22-31)51(29)7)63-47(57)48(41,42)4/h8-14,27-38,40-42H,15-23H2,1-7H3/b24-8-,25-14+/t27-,28-,29-,30-,31-,32-,33+,34+,35+,36-,37-,38-,40-,41-,42-,48+/m1/s1
• InChI Key: SFYKGMNTMLMWQE-ZGWAHUBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₁N₃O₁₂
• Molecular Weight: 872.00 g/mol
• Exact Mass: 871.42552439 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 15
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9264	92.64%
Caco-2	-	0.8432	84.32%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5864	58.64%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.8103	81.03%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.8055	80.55%
P-glycoprotein substrate	+	0.7117	71.17%
CYP3A4 substrate	+	0.7315	73.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8108	81.08%
CYP3A4 inhibition	-	0.7642	76.42%
CYP2C9 inhibition	-	0.7933	79.33%
CYP2C19 inhibition	-	0.7428	74.28%
CYP2D6 inhibition	-	0.8615	86.15%
CYP1A2 inhibition	-	0.8105	81.05%
CYP2C8 inhibition	+	0.6724	67.24%
CYP inhibitory promiscuity	-	0.8038	80.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4978	49.78%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7486	74.86%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6086	60.86%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8068	80.68%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.5590	55.90%
Glucocorticoid receptor binding	+	0.7638	76.38%
Aromatase binding	+	0.5715	57.15%
PPAR gamma	+	0.7895	78.95%
Honey bee toxicity	-	0.6302	63.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9741	97.41%

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	96.77%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.63%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.41%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.01%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.90%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.39%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.23%	94.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.92%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.20%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.16%	97.21%
CHEMBL3524	P56524	Histone deacetylase 4	84.04%	92.97%
CHEMBL1951	P21397	Monoamine oxidase A	83.80%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.44%	95.50%
CHEMBL5028	O14672	ADAM10	82.75%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.02%	93.00%

Plants that contains it

• Schizanthus grahamii

Cross-Links

• PubChem: 163185719
• LOTUS: LTS0034155
• wikiData: Q105252147