FJ120Dpa

Details

• Internal ID: 407e1325-65af-491d-93f4-dda39e448a14
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(3R,6S,7R,10S,13S,16S,19S)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-7,10,14-trimethyl-2,5,9,12,15,18-hexaoxo-3-propan-2-yl-8-oxa-1,4,11,14,17-pentazabicyclo[17.3.0]docosan-6-yl]acetamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)O1)C)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)NC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)O1)C)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)NC(=O)C
• InChI: InChI=1S/C38H50N6O9/c1-21(2)31-37(51)44-18-10-13-29(44)33(47)41-28(19-26-14-16-27(46)17-15-26)36(50)43(6)30(20-25-11-8-7-9-12-25)34(48)39-22(3)38(52)53-23(4)32(35(49)42-31)40-24(5)45/h7-9,11-12,14-17,21-23,28-32,46H,10,13,18-20H2,1-6H3,(H,39,48)(H,40,45)(H,41,47)(H,42,49)/t22-,23+,28-,29-,30-,31+,32-/m0/s1
• InChI Key: XXGGUYOBOGKLEA-SDUBJODWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀N₆O₉
• Molecular Weight: 734.80 g/mol
• Exact Mass: 734.36392719 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• N-[(3R,6S,7R,10S,13S,16S,19S)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-7,10,14-trimethyl-2,5,9,12,15,18-hexaoxo-3-propan-2-yl-8-oxa-1,4,11,14,17-pentazabicyclo[17.3.0]docosan-6-yl]acetamide
• N-((3R,6S,7R,10S,13S,16S,19S)-13-benzyl-16-((4-hydroxyphenyl)methyl)-7,10,14-trimethyl-2,5,9,12,15,18-hexaoxo-3-propan-2-yl-8-oxa-1,4,11,14,17-pentazabicyclo(17.3.0)docosan-6-yl)acetamide
• N-((3S,6S,9S,12R,13S,16R,21AS)-6-benzyl-1,7,14-trihydroxy-3-((4-hydroxyphenyl)methyl)-5,9,12-trimethyl-4,10,17-trioxo-16-(propan-2-yl)-3H,4H,5H,6H,9H,10H,12H,13H,16H,17H,19H,20H,21H,21ah-pyrrolo(2,1-L)1-oxa-4,7,10,13,16-pentaazacyclononadecan-13-yl)ethanimidate
• N-[(3S,6S,9S,12R,13S,16R,21AS)-6-benzyl-1,7,14-trihydroxy-3-[(4-hydroxyphenyl)methyl]-5,9,12-trimethyl-4,10,17-trioxo-16-(propan-2-yl)-3H,4H,5H,6H,9H,10H,12H,13H,16H,17H,19H,20H,21H,21ah-pyrrolo[2,1-L]1-oxa-4,7,10,13,16-pentaazacyclononadecan-13-yl]ethanimidate
• RefChem:140513
• CHEBI:208768

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7484	74.84%
Caco-2	-	0.8523	85.23%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4796	47.96%
OATP2B1 inhibitior	+	0.5731	57.31%
OATP1B1 inhibitior	+	0.7946	79.46%
OATP1B3 inhibitior	+	0.9176	91.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.8001	80.01%
P-glycoprotein substrate	+	0.8910	89.10%
CYP3A4 substrate	+	0.7007	70.07%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.6619	66.19%
CYP2C9 inhibition	-	0.8525	85.25%
CYP2C19 inhibition	-	0.8883	88.83%
CYP2D6 inhibition	-	0.8321	83.21%
CYP1A2 inhibition	-	0.9450	94.50%
CYP2C8 inhibition	+	0.6619	66.19%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6427	64.27%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9286	92.86%
Skin irritation	-	0.7943	79.43%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4522	45.22%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6645	66.45%
Acute Oral Toxicity (c)	III	0.6863	68.63%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.6862	68.62%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	+	0.6985	69.85%
Aromatase binding	+	0.5924	59.24%
PPAR gamma	+	0.7897	78.97%
Honey bee toxicity	-	0.7819	78.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9579	95.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.88%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.46%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.80%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.32%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.78%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.23%	97.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.58%	90.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.74%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.69%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.59%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	87.00%	92.97%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.54%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.26%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.87%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL4531	P17931	Galectin-3	81.58%	96.90%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.05%	96.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683045
• LOTUS: LTS0217318
• wikiData: Q105344010