Carbamic acid (4E,10E)-(8S,9S,12S,13R,14S,16R)-20-chloro-13,19-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl ester

Details

• Internal ID: fdc653d5-73cd-4848-bc7e-38370b33eca8
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(4E,8S,9S,10E,12S,13R,14S,16R)-20-chloro-13,19-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl] carbamate
• InChI: InChI=1S/C28H41ClN2O7/c1-15-10-19-13-20(14-21(29)25(19)33)31-27(34)16(2)8-7-9-22(36-5)26(38-28(30)35)18(4)12-17(3)24(32)23(11-15)37-6/h8,12-15,17,22-24,26,32-33H,7,9-11H2,1-6H3,(H2,30,35)(H,31,34)/b16-8+,18-12+/t15-,17+,22+,23+,24-,26+/m1/s1
• InChI Key: BNJLLGCOAADABB-WCTXHBHRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₁ClN₂O₇
• Molecular Weight: 553.10 g/mol
• Exact Mass: 552.2602293 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• SCHEMBL13009085
• BDBM50276164
• Carbamic acid (4E,10E)-(8S,9S,12S,13R,14S,16R)-20-chloro-13,19-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,10,18,20-pentaen-9-yl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	-	0.7565	75.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6091	60.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8572	85.72%
BSEP inhibitior	+	0.8971	89.71%
P-glycoprotein inhibitior	+	0.8032	80.32%
P-glycoprotein substrate	+	0.7898	78.98%
CYP3A4 substrate	+	0.7226	72.26%
CYP2C9 substrate	+	0.6200	62.00%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.7299	72.99%
CYP2C9 inhibition	-	0.6656	66.56%
CYP2C19 inhibition	-	0.6423	64.23%
CYP2D6 inhibition	-	0.8748	87.48%
CYP1A2 inhibition	-	0.6498	64.98%
CYP2C8 inhibition	+	0.6730	67.30%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8249	82.49%
Carcinogenicity (trinary)	Non-required	0.4776	47.76%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9470	94.70%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6443	64.43%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8409	84.09%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6700	67.00%
Acute Oral Toxicity (c)	III	0.6041	60.41%
Estrogen receptor binding	+	0.7850	78.50%
Androgen receptor binding	+	0.8379	83.79%
Thyroid receptor binding	+	0.6143	61.43%
Glucocorticoid receptor binding	+	0.8519	85.19%
Aromatase binding	+	0.6416	64.16%
PPAR gamma	+	0.7414	74.14%
Honey bee toxicity	-	0.7280	72.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5649	56.49%
Fish aquatic toxicity	+	0.9821	98.21%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	50 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.72%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.61%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.19%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.03%	96.77%
CHEMBL204	P00734	Thrombin	94.01%	96.01%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.83%	93.03%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.35%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.84%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.73%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.51%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.06%	97.25%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	88.81%	97.53%
CHEMBL221	P23219	Cyclooxygenase-1	88.45%	90.17%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.09%	85.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.01%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.90%	91.19%
CHEMBL217	P14416	Dopamine D2 receptor	86.77%	95.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.49%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.46%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.22%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.49%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.49%	85.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.73%	90.71%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	82.04%	83.65%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	81.88%	88.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.75%	89.34%
CHEMBL4581	P52732	Kinesin-like protein 1	80.75%	93.18%
CHEMBL2535	P11166	Glucose transporter	80.63%	98.75%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.60%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.59%	94.80%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.50%	97.33%

Plants that contains it

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Cross-Links

• PubChem: 24873069
• LOTUS: LTS0057345
• wikiData: Q104938834