3-[(3S,9S,12E,15S,18S,21S,24S,27E,30R,31R)-15-(2-amino-2-oxoethyl)-12,27-di(ethylidene)-30-hydroxy-18-[(1R)-1-hydroxyethyl]-31-[(2S)-2-hydroxynonyl]-21-[3-(4-methoxyphenyl)propyl]-3,7,16-trimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-24-propan-2-yl-1,4,7,10,13,16,19,22,25,28-decazacyclohentriacont-9-yl]propanamide

Details

• Internal ID: 9d5eddf1-9027-4f32-8406-531d2acfdee0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 3-[(3S,9S,12E,15S,18S,21S,24S,27E,30R,31R)-15-(2-amino-2-oxoethyl)-12,27-di(ethylidene)-30-hydroxy-18-[(1R)-1-hydroxyethyl]-31-[(2S)-2-hydroxynonyl]-21-[3-(4-methoxyphenyl)propyl]-3,7,16-trimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-24-propan-2-yl-1,4,7,10,13,16,19,22,25,28-decazacyclohentriacont-9-yl]propanamide
• SMILES (Canonical): CCCCCCCC(CC1C(C(=O)NC(=CC)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)NC(=CC)C(=O)NC(C(=O)N(CC(=O)NC(C(=O)N1)C)C)CCC(=O)N)CC(=O)N)C)C(C)O)CCCC2=CC=C(C=C2)OC)C(C)C)O)O
• SMILES (Isomeric): CCCCCCC[C@@H](C[C@@H]1[C@H](C(=O)N/C(=C/C)/C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N/C(=C/C)/C(=O)N[C@H](C(=O)N(CC(=O)N[C@H](C(=O)N1)C)C)CCC(=O)N)CC(=O)N)C)[C@@H](C)O)CCCC2=CC=C(C=C2)OC)C(C)C)O)O
• InChI: InChI=1S/C57H90N12O16/c1-11-14-15-16-17-20-35(71)28-41-48(75)55(82)62-38(13-3)51(78)66-46(31(4)5)54(81)63-39(21-18-19-34-22-24-36(85-10)25-23-34)52(79)67-47(33(7)70)57(84)69(9)42(29-44(59)73)53(80)61-37(12-2)50(77)64-40(26-27-43(58)72)56(83)68(8)30-45(74)60-32(6)49(76)65-41/h12-13,22-25,31-33,35,39-42,46-48,70-71,75H,11,14-21,26-30H2,1-10H3,(H2,58,72)(H2,59,73)(H,60,74)(H,61,80)(H,62,82)(H,63,81)(H,64,77)(H,65,76)(H,66,78)(H,67,79)/b37-12+,38-13+/t32-,33+,35-,39-,40-,41+,42-,46-,47-,48+/m0/s1
• InChI Key: YRCPTMBCIKDNMH-QMFZUQJSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀N₁₂O₁₆
• Molecular Weight: 1199.40 g/mol
• Exact Mass: 1198.65977483 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -2.06
• H-Bond Acceptor: 16
• H-Bond Donor: 13
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7917	79.17%
Caco-2	-	0.8639	86.39%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.7897	78.97%
OATP1B3 inhibitior	+	0.8764	87.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	+	0.9227	92.27%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.8849	88.49%
CYP3A4 substrate	+	0.7445	74.45%
CYP2C9 substrate	-	0.6005	60.05%
CYP2D6 substrate	-	0.8458	84.58%
CYP3A4 inhibition	-	0.5859	58.59%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.8779	87.79%
CYP2D6 inhibition	-	0.8999	89.99%
CYP1A2 inhibition	-	0.8824	88.24%
CYP2C8 inhibition	+	0.7820	78.20%
CYP inhibitory promiscuity	-	0.9873	98.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6877	68.77%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5983	59.83%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8100	81.00%
Acute Oral Toxicity (c)	III	0.6686	66.86%
Estrogen receptor binding	+	0.6880	68.80%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	+	0.6100	61.00%
Glucocorticoid receptor binding	+	0.7295	72.95%
Aromatase binding	+	0.7279	72.79%
PPAR gamma	+	0.7987	79.87%
Honey bee toxicity	-	0.6787	67.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6424	64.24%
Fish aquatic toxicity	+	0.8502	85.02%

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	99.84%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	99.79%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.50%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.30%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.26%	97.25%
CHEMBL4588	P22894	Matrix metalloproteinase 8	98.77%	94.66%
CHEMBL3837	P07711	Cathepsin L	98.20%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	97.45%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	96.84%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.53%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.47%	92.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.07%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.54%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.41%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.45%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.38%	95.00%
CHEMBL1949	P62937	Cyclophilin A	92.84%	98.57%
CHEMBL221	P23219	Cyclooxygenase-1	92.80%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.54%	90.71%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	90.08%	90.24%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.79%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.77%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.97%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.19%	90.08%
CHEMBL325	Q13547	Histone deacetylase 1	85.86%	95.92%
CHEMBL233	P35372	Mu opioid receptor	85.65%	97.93%
CHEMBL255	P29275	Adenosine A2b receptor	85.20%	98.59%
CHEMBL2443	P49862	Kallikrein 7	84.27%	94.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.27%	96.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.96%	97.64%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.26%	92.32%
CHEMBL3045	P05771	Protein kinase C beta	82.66%	97.63%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.34%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.04%	95.93%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.94%	82.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.59%	92.88%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.43%	86.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.43%	96.47%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.97%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.82%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.71%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.18%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.18%	95.50%
CHEMBL1907	P15144	Aminopeptidase N	80.15%	93.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129823083
• LOTUS: LTS0266826
• wikiData: Q105352721