N-[16-benzyl-3-[3-(2-hydroxyethylamino)-3-oxopropyl]-13-[(4-hydroxyphenyl)methyl]-22-methoxy-7,10,14-trimethyl-2,5,9,12,15,18-hexaoxo-8-oxa-1,4,11,14,17-pentazabicyclo[17.3.0]docosan-6-yl]-2-(2-methylbut-2-enoylamino)pentanediamide

Details

• Internal ID: bf767110-ead2-4af5-b88b-1e105cdd8acd
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[16-benzyl-3-[3-(2-hydroxyethylamino)-3-oxopropyl]-13-[(4-hydroxyphenyl)methyl]-22-methoxy-7,10,14-trimethyl-2,5,9,12,15,18-hexaoxo-8-oxa-1,4,11,14,17-pentazabicyclo[17.3.0]docosan-6-yl]-2-(2-methylbut-2-enoylamino)pentanediamide
• SMILES (Canonical): CC=C(C)C(=O)NC(CCC(=O)N)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(NC(=O)C2CCC(N2C(=O)C(NC1=O)CCC(=O)NCCO)OC)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C)C
• SMILES (Isomeric): CC=C(C)C(=O)NC(CCC(=O)N)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(NC(=O)C2CCC(N2C(=O)C(NC1=O)CCC(=O)NCCO)OC)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C)C
• InChI: InChI=1S/C49H67N9O14/c1-7-27(2)42(63)53-33(17-20-38(50)61)43(64)56-41-29(4)72-49(70)28(3)52-45(66)37(26-31-13-15-32(60)16-14-31)57(5)47(68)35(25-30-11-9-8-10-12-30)55-44(65)36-19-22-40(71-6)58(36)48(69)34(54-46(41)67)18-21-39(62)51-23-24-59/h7-16,28-29,33-37,40-41,59-60H,17-26H2,1-6H3,(H2,50,61)(H,51,62)(H,52,66)(H,53,63)(H,54,67)(H,55,65)(H,56,64)
• InChI Key: HCNWTASKWLYYJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₇N₉O₁₄
• Molecular Weight: 1006.10 g/mol
• Exact Mass: 1005.48074785 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6733	67.33%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4418	44.18%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.8033	80.33%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9498	94.98%
P-glycoprotein inhibitior	+	0.7542	75.42%
P-glycoprotein substrate	+	0.8847	88.47%
CYP3A4 substrate	+	0.7489	74.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7244	72.44%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.8487	84.87%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.7925	79.25%
CYP inhibitory promiscuity	-	0.9577	95.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5043	50.43%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6484	64.84%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8815	88.15%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6661	66.61%
Acute Oral Toxicity (c)	III	0.6061	60.61%
Estrogen receptor binding	+	0.8213	82.13%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	+	0.5873	58.73%
Glucocorticoid receptor binding	+	0.5764	57.64%
Aromatase binding	+	0.6251	62.51%
PPAR gamma	+	0.7968	79.68%
Honey bee toxicity	-	0.6627	66.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9369	93.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.97%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.43%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.48%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.60%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	94.04%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.24%	90.08%
CHEMBL340	P08684	Cytochrome P450 3A4	92.01%	91.19%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.53%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.19%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.49%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.16%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.68%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.10%	95.50%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	87.35%	97.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.13%	97.14%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.77%	98.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.34%	82.38%
CHEMBL3891	P07384	Calpain 1	82.84%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.97%	89.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.72%	89.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.65%	97.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.27%	82.69%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.14%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162867775
• LOTUS: LTS0139444
• wikiData: Q104167703