CID 73444

Details

• Internal ID: 16115504-573a-4386-b6fd-e101c9f966fd
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R,10R,13S,16S,19S)-16-[(2S)-butan-2-yl]-10,11,14-trimethyl-3-(2-methylpropyl)-13-propan-2-yl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
• SMILES (Canonical): CCC(C)C1C(=O)N(C(C(=O)N(C(C(=O)NCCC(=O)OC(C(=O)N2CCCC2C(=O)N1)CC(C)C)C)C)C(C)C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N([C@H](C(=O)N([C@@H](C(=O)NCCC(=O)O[C@@H](C(=O)N2CCC[C@H]2C(=O)N1)CC(C)C)C)C)C(C)C)C
• InChI: InChI=1S/C30H51N5O7/c1-10-19(6)24-29(40)34(9)25(18(4)5)30(41)33(8)20(7)26(37)31-14-13-23(36)42-22(16-17(2)3)28(39)35-15-11-12-21(35)27(38)32-24/h17-22,24-25H,10-16H2,1-9H3,(H,31,37)(H,32,38)/t19-,20+,21-,22+,24-,25-/m0/s1
• InChI Key: GNBHVMBELHWUIF-SMSBTCCDSA-N
• Popularity: 38 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₁N₅O₇
• Molecular Weight: 593.80 g/mol
• Exact Mass: 593.37884898 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 2503-26-6
• F82420

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6082	60.82%
Caco-2	-	0.7668	76.68%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6915	69.15%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.8376	83.76%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4636	46.36%
P-glycoprotein inhibitior	+	0.6737	67.37%
P-glycoprotein substrate	+	0.7777	77.77%
CYP3A4 substrate	+	0.6338	63.38%
CYP2C9 substrate	+	0.6031	60.31%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.8451	84.51%
CYP2C19 inhibition	-	0.8231	82.31%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.9249	92.49%
CYP2C8 inhibition	-	0.6808	68.08%
CYP inhibitory promiscuity	-	0.9704	97.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5805	58.05%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.8031	80.31%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6500	65.00%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.8937	89.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6325	63.25%
Acute Oral Toxicity (c)	III	0.6271	62.71%
Estrogen receptor binding	+	0.6878	68.78%
Androgen receptor binding	+	0.5809	58.09%
Thyroid receptor binding	+	0.5687	56.87%
Glucocorticoid receptor binding	+	0.6388	63.88%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	+	0.6197	61.97%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.5952	59.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.13%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.55%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.22%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.09%	90.08%
CHEMBL4588	P22894	Matrix metalloproteinase 8	96.94%	94.66%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL3837	P07711	Cathepsin L	95.90%	96.61%
CHEMBL332	P03956	Matrix metalloproteinase-1	95.85%	94.50%
CHEMBL255	P29275	Adenosine A2b receptor	93.63%	98.59%
CHEMBL1902	P62942	FK506-binding protein 1A	93.53%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL4616	Q92847	Ghrelin receptor	90.96%	92.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.88%	82.38%
CHEMBL3524	P56524	Histone deacetylase 4	90.49%	92.97%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.40%	99.18%
CHEMBL2996	Q05655	Protein kinase C delta	90.16%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	90.10%	95.93%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	90.01%	97.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	90.00%	92.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.32%	90.71%
CHEMBL228	P31645	Serotonin transporter	89.25%	95.51%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.19%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.55%	94.75%
CHEMBL325	Q13547	Histone deacetylase 1	87.26%	95.92%
CHEMBL217	P14416	Dopamine D2 receptor	86.40%	95.62%
CHEMBL3691	Q13822	Autotaxin	85.78%	96.39%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.13%	95.56%
CHEMBL4072	P07858	Cathepsin B	85.08%	93.67%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.92%	90.24%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.58%	88.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.53%	95.34%
CHEMBL299	P17252	Protein kinase C alpha	84.23%	98.03%
CHEMBL1949	P62937	Cyclophilin A	83.83%	98.57%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.45%	93.00%
CHEMBL2443	P49862	Kallikrein 7	82.71%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.33%	93.40%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.27%	96.47%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.38%	98.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.07%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.61%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.44%	96.38%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.28%	97.47%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.25%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73444
• LOTUS: LTS0176165
• wikiData: Q105107067