(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[dodecanoyl(methyl)amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-4-nitro-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid

Details

• Internal ID: f2b12d24-ca03-4799-bd2c-c3cc02d88a15
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[dodecanoyl(methyl)amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-4-nitro-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid
• SMILES (Canonical): CCCCCCCCCCCC(=O)N(C)C(CO)C(=O)NC(C)C(=O)NCC(=O)N(C)C1C2=CC(=C(C=C2)O)C3=C(C(=CC(=C3)CC(NC(=O)C(NC1=O)C)C(=O)O)[N+](=O)[O-])O
• SMILES (Isomeric): CCCCCCCCCCCC(=O)N(C)[C@H](CO)C(=O)N[C@H](C)C(=O)NCC(=O)N(C)[C@H]1C2=CC(=C(C=C2)O)C3=C(C(=CC(=C3)C[C@H](NC(=O)[C@@H](NC1=O)C)C(=O)O)[N+](=O)[O-])O
• InChI: InChI=1S/C42H59N7O13/c1-6-7-8-9-10-11-12-13-14-15-34(52)47(4)32(23-50)40(57)44-24(2)38(55)43-22-35(53)48(5)36-27-16-17-33(51)28(21-27)29-18-26(20-31(37(29)54)49(61)62)19-30(42(59)60)46-39(56)25(3)45-41(36)58/h16-18,20-21,24-25,30,32,36,50-51,54H,6-15,19,22-23H2,1-5H3,(H,43,55)(H,44,57)(H,45,58)(H,46,56)(H,59,60)/t24-,25+,30+,32-,36+/m1/s1
• InChI Key: NQHWUHBWYUGMIC-KUMHBBRUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₉N₇O₁₃
• Molecular Weight: 870.00 g/mol
• Exact Mass: 869.41708496 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7182	71.82%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5130	51.30%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.8034	80.34%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9396	93.96%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8390	83.90%
CYP3A4 substrate	+	0.7206	72.06%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.6645	66.45%
CYP2C9 inhibition	-	0.7387	73.87%
CYP2C19 inhibition	-	0.7212	72.12%
CYP2D6 inhibition	-	0.8285	82.85%
CYP1A2 inhibition	-	0.7815	78.15%
CYP2C8 inhibition	+	0.6963	69.63%
CYP inhibitory promiscuity	-	0.8264	82.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.5413	54.13%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6425	64.25%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5246	52.46%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4647	46.47%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.7675	76.75%
Thyroid receptor binding	+	0.5832	58.32%
Glucocorticoid receptor binding	+	0.6182	61.82%
Aromatase binding	+	0.5614	56.14%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.7748	77.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5937	59.37%
Fish aquatic toxicity	+	0.9643	96.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	97.49%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.55%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.08%	99.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	96.07%	92.88%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.20%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.57%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.57%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.23%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	91.18%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.99%	85.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.72%	95.64%
CHEMBL236	P41143	Delta opioid receptor	90.03%	99.35%
CHEMBL221	P23219	Cyclooxygenase-1	89.81%	90.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.51%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	88.47%	91.19%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	88.21%	96.37%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.57%	97.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.17%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	86.99%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.93%	91.24%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.64%	93.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.08%	96.90%
CHEMBL321	P14780	Matrix metalloproteinase 9	84.84%	92.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.76%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.24%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.60%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.46%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	83.37%	97.79%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.04%	92.08%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.63%	90.08%
CHEMBL217	P14416	Dopamine D2 receptor	82.50%	95.62%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.42%	91.81%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.02%	96.47%
CHEMBL2535	P11166	Glucose transporter	80.53%	98.75%

Plants that contains it

• Pallenis hierochuntica

Cross-Links

• PubChem: 11981475
• LOTUS: LTS0200972
• wikiData: Q105141878