[(4E,8S,9S,10E,12S,13R,14S,16R)-19-[2-(dimethylamino)ethylamino]-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate

Details

• Internal ID: 9d21bee5-bada-424f-a43a-afc16e6f1502
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(4E,8S,9S,10E,12S,13R,14S,16R)-19-[2-(dimethylamino)ethylamino]-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
• SMILES (Canonical): CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)C)OC)OC(=O)N)C)C)O)OC
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](C=C/C=C(/C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)\C)OC)OC(=O)N)\C)C)O)OC
• InChI: InChI=1S/C32H48N4O8/c1-18-14-22-27(34-12-13-36(5)6)24(37)17-23(29(22)39)35-31(40)19(2)10-9-11-25(42-7)30(44-32(33)41)21(4)16-20(3)28(38)26(15-18)43-8/h9-11,16-18,20,25-26,28,30,34,38H,12-15H2,1-8H3,(H2,33,41)(H,35,40)/b11-9?,19-10+,21-16+/t18-,20+,25+,26+,28-,30+/m1/s1
• InChI Key: KUFRQPKVAWMTJO-LIDKMXJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈N₄O₈
• Molecular Weight: 616.70 g/mol
• Exact Mass: 616.34721450 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8044	80.44%
Caco-2	-	0.7932	79.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5268	52.68%
OATP2B1 inhibitior	+	0.5746	57.46%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9766	97.66%
P-glycoprotein inhibitior	+	0.9008	90.08%
P-glycoprotein substrate	+	0.9405	94.05%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8484	84.84%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.8270	82.70%
CYP2C19 inhibition	-	0.7958	79.58%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.8617	86.17%
CYP2C8 inhibition	+	0.5646	56.46%
CYP inhibitory promiscuity	-	0.9756	97.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5078	50.78%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.7564	75.64%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5516	55.16%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6836	68.36%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8477	84.77%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.8372	83.72%
Thyroid receptor binding	+	0.5756	57.56%
Glucocorticoid receptor binding	+	0.8450	84.50%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.7470	74.70%
Honey bee toxicity	-	0.6468	64.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6461	64.61%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87 nM; 2 nM	Kd; Ki	via Super-PRED; via Super-PRED
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	24 nM; 2 nM	IC50; Ki	via Super-PRED; via Super-PRED
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	57 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.10%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.09%	96.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL204	P00734	Thrombin	89.66%	96.01%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.83%	95.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.98%	92.68%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.69%	93.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.50%	94.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.97%	90.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.87%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.32%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.13%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.95%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.14%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.75%	96.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.36%	91.03%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.01%	95.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.98%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.97%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	80.72%	98.59%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.59%	85.11%

Plants that contains it

• Cullen corylifolium

Cross-Links

• PubChem: 134688689
• LOTUS: LTS0008060
• wikiData: Q105146124