(5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis(2-carboxyethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

Details

• Internal ID: a026c6cb-2bf3-4e6e-9b78-51db73839816
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis(2-carboxyethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CCC(=O)O)C(=O)O)C)CCC(=O)O)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CCC(=O)O)C(=O)O)C)CCC(=O)O)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C47H65N7O16/c1-24(22-25(2)35(70-8)23-30-12-10-9-11-13-30)14-15-31-26(3)40(60)52-34(46(66)67)16-19-36(55)54(7)29(6)43(63)48-28(5)42(62)51-33(18-21-38(58)59)45(65)53-39(47(68)69)27(4)41(61)50-32(44(64)49-31)17-20-37(56)57/h9-15,22,25-28,31-35,39H,6,16-21,23H2,1-5,7-8H3,(H,48,63)(H,49,64)(H,50,61)(H,51,62)(H,52,60)(H,53,65)(H,56,57)(H,58,59)(H,66,67)(H,68,69)/b15-14+,24-22+/t25-,26-,27-,28+,31-,32-,33-,34+,35-,39+/m0/s1
• InChI Key: DRSTXSHKTFWNFL-CUTXYPRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₅N₇O₁₆
• Molecular Weight: 984.10 g/mol
• Exact Mass: 983.44877901 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

• (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis(2-carboxyethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis(2-carboxyethyl)-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl)-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-Bis(2-carboxyethyl)-3,6,9,13,16,20-hexahydroxy-18-((3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-1,5,12,19-tetramethyl-2-methylidene-25-oxo-1,4,7,10,14,17,21-heptaazacyclopentacosa-3,6,9,13,16,20-hexaene-11,22-dicarboxylate
• (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-Bis(2-carboxyethyl)-3,6,9,13,16,20-hexahydroxy-18-[(3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-1,5,12,19-tetramethyl-2-methylidene-25-oxo-1,4,7,10,14,17,21-heptaazacyclopentacosa-3,6,9,13,16,20-hexaene-11,22-dicarboxylate
• RefChem:156050
• (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-bis(2-carboxyethyl)-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid
• CHEBI:222407
• DTXSID201047227
• NS00114678

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6936	69.36%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8305	83.05%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9140	91.40%
BSEP inhibitior	+	0.8393	83.93%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.8145	81.45%
CYP3A4 substrate	+	0.7234	72.34%
CYP2C9 substrate	+	0.5710	57.10%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.5737	57.37%
CYP2C9 inhibition	-	0.7630	76.30%
CYP2C19 inhibition	-	0.7732	77.32%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.8114	81.14%
CYP2C8 inhibition	+	0.6996	69.96%
CYP inhibitory promiscuity	-	0.8035	80.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6724	67.24%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6014	60.14%
skin sensitisation	-	0.8625	86.25%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9117	91.17%
Acute Oral Toxicity (c)	III	0.5366	53.66%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.7447	74.47%
Thyroid receptor binding	+	0.6120	61.20%
Glucocorticoid receptor binding	+	0.6432	64.32%
Aromatase binding	+	0.5892	58.92%
PPAR gamma	+	0.7818	78.18%
Honey bee toxicity	-	0.7024	70.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7560	75.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.93%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.80%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.56%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.39%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.42%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.30%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.72%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.51%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	87.33%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.27%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.14%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.56%	95.89%
CHEMBL4072	P07858	Cathepsin B	85.54%	93.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.58%	91.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.19%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.53%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.98%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.44%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.12%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.56%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.32%	92.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684962
• LOTUS: LTS0262568
• wikiData: Q104246743