[D-Asp3,Ser7]MC-E(OMe)E(OMe)

Details

• Internal ID: 8ac0674f-c681-4827-9de1-c70a8113606c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S,5R,8S,11R,15S,18S,19S,22R)-2-(hydroxymethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-8,15-bis(3-methoxy-3-oxopropyl)-5,19-dimethyl-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)CC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CCC(NC1=O)C(=O)O)CO)C)CCC(=O)OC)C(=O)O)CCC(=O)OC)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[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CC[C@@H](NC1=O)C(=O)O)CO)C)CCC(=O)OC)C(=O)O)CCC(=O)OC)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C47H67N7O17/c1-25(21-26(2)36(69-5)22-29-11-9-8-10-12-29)13-14-30-27(3)41(60)53-33(46(65)66)15-18-37(56)50-35(24-55)45(64)48-28(4)42(61)52-32(17-20-40(59)71-7)44(63)54-34(47(67)68)23-38(57)49-31(43(62)51-30)16-19-39(58)70-6/h8-14,21,26-28,30-36,55H,15-20,22-24H2,1-7H3,(H,48,64)(H,49,57)(H,50,56)(H,51,62)(H,52,61)(H,53,60)(H,54,63)(H,65,66)(H,67,68)/b14-13+,25-21+/t26-,27-,28+,30-,31-,32-,33+,34+,35-,36-/m0/s1
• InChI Key: ZPWBUZCVOZVOLS-FTHMBYDKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₇N₇O₁₇
• Molecular Weight: 1002.10 g/mol
• Exact Mass: 1001.45934369 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

• (D-Asp3,Ser7)MC-E(OMe)E(OMe)
• (2S,5R,8S,11R,15S,18S,19S,22R)-2-(hydroxymethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-8,15-bis(3-methoxy-3-oxopropyl)-5,19-dimethyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• (2S,5R,8S,11R,15S,18S,19S,22R)-2-(hydroxymethyl)-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl)-8,15-bis(3-methoxy-3-oxopropyl)-5,19-dimethyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• RefChem:69932
• (2S,5R,8S,11R,15S,18S,19S,22R)-2-(hydroxymethyl)-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl)-8,15-bis(3-methoxy-3-oxopropyl)-5,19-dimethyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid
• CHEBI:214201
• NS00114473

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7147	71.47%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7804	78.04%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8168	81.68%
OATP1B3 inhibitior	+	0.9075	90.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9511	95.11%
P-glycoprotein inhibitior	+	0.7511	75.11%
P-glycoprotein substrate	+	0.8125	81.25%
CYP3A4 substrate	+	0.7064	70.64%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.7965	79.65%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.9039	90.39%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.8535	85.35%
CYP2C8 inhibition	+	0.6733	67.33%
CYP inhibitory promiscuity	-	0.9408	94.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6781	67.81%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.7845	78.45%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7000	70.00%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7106	71.06%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.8021	80.21%
Androgen receptor binding	+	0.6999	69.99%
Thyroid receptor binding	+	0.5811	58.11%
Glucocorticoid receptor binding	+	0.6382	63.82%
Aromatase binding	+	0.5855	58.55%
PPAR gamma	+	0.7767	77.67%
Honey bee toxicity	-	0.7180	71.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5176	51.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.66%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.46%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.51%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.27%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.26%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.77%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.19%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.10%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.34%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.69%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	84.69%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.55%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.46%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.23%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.97%	91.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.79%	95.83%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.11%	82.69%
CHEMBL220	P22303	Acetylcholinesterase	80.53%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683847
• LOTUS: LTS0023781
• wikiData: Q105381265