3-[9,11-dimethyl-6-[[(3R,6S,7R,10S,16R)-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]carbamoyl]-4-[[(3R,6R,7R,10S,16S)-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]carbamoyl]-5H-[1,3]oxazolo[4,5-b]phenoxazin-2-yl]propanoic acid

Details

• Internal ID: 418a6db7-b733-4212-a34b-cc663ec99f7d
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[9,11-dimethyl-6-[[(3R,6S,7R,10S,16R)-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]carbamoyl]-4-[[(3R,6R,7R,10S,16S)-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]carbamoyl]-5H-[1,3]oxazolo[4,5-b]phenoxazin-2-yl]propanoic acid
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)N2CCCC2C(=O)N(CC(=O)N(C(C(=O)O1)C(C)C)C)C)C(C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(N4)C(=C6C(=C5C)OC(=N6)CCC(=O)O)C(=O)NC7C(OC(=O)C(N(C(=O)CN(C(=O)C8CCCN8C(=O)C(NC7=O)C(C)C)C)C)C(C)C)C
• SMILES (Isomeric): C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@@H]2C(=O)N(CC(=O)N([C@H](C(=O)O1)C(C)C)C)C)C(C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(N4)C(=C6C(=C5C)OC(=N6)CCC(=O)O)C(=O)N[C@@H]7[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]8CCCN8C(=O)[C@H](NC7=O)C(C)C)C)C)C(C)C)C
• InChI: InChI=1S/C66H90N12O18/c1-29(2)45-63(89)77-25-17-19-38(77)61(87)73(13)27-41(79)75(15)52(31(5)6)65(91)93-35(11)47(59(85)69-45)71-57(83)37-22-21-33(9)54-49(37)68-51-44(50-55(34(10)56(51)96-54)95-40(67-50)23-24-43(81)82)58(84)72-48-36(12)94-66(92)53(32(7)8)76(16)42(80)28-74(14)62(88)39-20-18-26-78(39)64(90)46(30(3)4)70-60(48)86/h21-22,29-32,35-36,38-39,45-48,52-53,68H,17-20,23-28H2,1-16H3,(H,69,85)(H,70,86)(H,71,83)(H,72,84)(H,81,82)/t35-,36-,38-,39+,45-,46-,47+,48-,52+,53+/m1/s1
• InChI Key: MRGIBJVBGVMVIF-JHHZUOLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₉₀N₁₂O₁₈
• Molecular Weight: 1339.50 g/mol
• Exact Mass: 1338.64960407 g/mol
• Topological Polar Surface Area (TPSA): 375.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 19
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6472	64.72%
Caco-2	-	0.8577	85.77%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Nucleus	0.4705	47.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9535	95.35%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.8618	86.18%
CYP3A4 substrate	+	0.7284	72.84%
CYP2C9 substrate	+	0.6032	60.32%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.8806	88.06%
CYP2C9 inhibition	-	0.7850	78.50%
CYP2C19 inhibition	-	0.8651	86.51%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.9306	93.06%
CYP2C8 inhibition	+	0.7613	76.13%
CYP inhibitory promiscuity	-	0.8854	88.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8964	89.64%
Skin irritation	-	0.7849	78.49%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7144	71.44%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8946	89.46%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.8743	87.43%
Acute Oral Toxicity (c)	I	0.4069	40.69%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.8083	80.83%
Thyroid receptor binding	+	0.6704	67.04%
Glucocorticoid receptor binding	+	0.7168	71.68%
Aromatase binding	+	0.8128	81.28%
PPAR gamma	+	0.8311	83.11%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9445	94.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.30%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.33%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	97.24%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.93%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.65%	96.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.42%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.49%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.09%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.84%	94.00%
CHEMBL3837	P07711	Cathepsin L	87.76%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.62%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	86.65%	85.83%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.43%	81.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.46%	90.93%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.06%	97.53%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.55%	94.66%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.02%	90.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.92%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.23%	96.90%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.65%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163111284
• LOTUS: LTS0049940
• wikiData: Q105170543