(3R)-N-[(3R,6R,9R,12S,15R,18S,19R)-6-(2-amino-2-oxoethyl)-12-[(2S)-butan-2-yl]-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-15-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide

Details

• Internal ID: 19ac5f9b-7e8e-419d-ba96-8509c8e6b400
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R)-N-[(3R,6R,9R,12S,15R,18S,19R)-6-(2-amino-2-oxoethyl)-12-[(2S)-butan-2-yl]-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-15-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)N1)C(C)C)NC(=O)CC(CCCCCCCCCCCCN=C(N)N)O)C)C)CC(=O)N)C(C)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O[C@@H]([C@@H](C(=O)N[C@@H](C(=O)N1)C(C)C)NC(=O)C[C@@H](CCCCCCCCCCCCN=C(N)N)O)C)C)CC(=O)N)[C@@H](C)O
• InChI: InChI=1S/C42H76N10O11/c1-8-24(4)33-38(59)52-34(26(6)53)39(60)48-29(22-30(43)55)36(57)47-25(5)41(62)63-27(7)35(40(61)50-32(23(2)3)37(58)51-33)49-31(56)21-28(54)19-17-15-13-11-9-10-12-14-16-18-20-46-42(44)45/h23-29,32-35,53-54H,8-22H2,1-7H3,(H2,43,55)(H,47,57)(H,48,60)(H,49,56)(H,50,61)(H,51,58)(H,52,59)(H4,44,45,46)/t24-,25+,26+,27+,28+,29+,32+,33-,34+,35-/m0/s1
• InChI Key: FUNFDCQFOMBKRN-RGSOPUNWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₆N₁₀O₁₁
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.56950328 g/mol
• Topological Polar Surface Area (TPSA): 349.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5125	51.25%
Caco-2	-	0.8598	85.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5790	57.90%
OATP2B1 inhibitior	-	0.7222	72.22%
OATP1B1 inhibitior	+	0.8140	81.40%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9409	94.09%
P-glycoprotein inhibitior	+	0.7359	73.59%
P-glycoprotein substrate	+	0.8561	85.61%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.9003	90.03%
CYP2C8 inhibition	+	0.5267	52.67%
CYP inhibitory promiscuity	-	0.9946	99.46%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6085	60.85%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7710	77.10%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3978	39.78%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8297	82.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7115	71.15%
Acute Oral Toxicity (c)	III	0.6109	61.09%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	+	0.6192	61.92%
Thyroid receptor binding	+	0.5320	53.20%
Glucocorticoid receptor binding	+	0.6010	60.10%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.7137	71.37%
Honey bee toxicity	-	0.7606	76.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5162	51.62%
Fish aquatic toxicity	-	0.4820	48.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.73%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.06%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.64%	99.17%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.10%	94.66%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.82%	97.29%
CHEMBL3837	P07711	Cathepsin L	89.45%	96.61%
CHEMBL1949	P62937	Cyclophilin A	88.92%	98.57%
CHEMBL255	P29275	Adenosine A2b receptor	88.52%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.15%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.07%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.91%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.16%	96.90%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.15%	90.08%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.93%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	84.61%	96.11%
CHEMBL3401	O75469	Pregnane X receptor	84.48%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.30%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.26%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.38%	92.88%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.71%	89.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.26%	89.34%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.90%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.51%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.07%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162944683
• LOTUS: LTS0204587
• wikiData: Q105001850