(1R,2R,18S,19S,22S,25R,28S,40S)-2-[(2R,4S,5R,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-15-chloro-48-[(2S,3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-18,32,35,37-tetrahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3(50),4,6(49),8(48),9,11,14,16,29(45),30,32,34(39),35,37,46-pentadecaene-40-carboxylic acid

Details

• Internal ID: f25592e2-39c9-477b-af16-3f3004cd604d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1R,2R,18S,19S,22S,25R,28S,40S)-2-[(2R,4S,5R,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-15-chloro-48-[(2S,3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-18,32,35,37-tetrahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3(50),4,6(49),8(48),9,11,14,16,29(45),30,32,34(39),35,37,46-pentadecaene-40-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)C(NC(=O)C(C(C1=CC=C(O4)C=C1)OC1CC(C(C(O1)C)O)(C)N)NC7=O)C(=O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H](C(O1)O[C@H]2[C@H]([C@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)[C@H](NC(=O)[C@@H]([C@@H](C1=CC=C(O4)C=C1)O[C@H]1C[C@]([C@H]([C@@H](O1)C)O)(C)N)NC7=O)C(=O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)O)O)O
• InChI: InChI=1S/C72H86ClN9O28/c1-25(2)15-37(76-6)63(95)81-51-54(89)30-10-14-41(36(73)17-30)106-43-19-31-18-42(60(43)109-71-61(57(92)55(90)44(24-83)107-71)110-70-58(93)56(91)53(88)26(3)104-70)105-33-11-7-28(8-12-33)59(108-46-23-72(5,75)62(94)27(4)103-46)52-68(100)80-50(69(101)102)35-20-32(84)21-40(86)47(35)34-16-29(9-13-39(34)85)48(65(97)82-52)79-66(98)49(31)78-64(96)38(22-45(74)87)77-67(51)99/h7-14,16-21,25-27,37-38,44,46,48-59,61-62,70-71,76,83-86,88-94H,15,22-24,75H2,1-6H3,(H2,74,87)(H,77,99)(H,78,96)(H,79,98)(H,80,100)(H,81,95)(H,82,97)(H,101,102)/t26-,27+,37-,38+,44-,46+,48+,49-,50+,51+,52-,53-,54+,55+,56+,57+,58-,59-,61+,62+,70?,71+,72+/m1/s1
• InChI Key: SJSZMXQSCZCGFO-MVKUWJROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₈₆ClN₉O₂₈
• Molecular Weight: 1560.90 g/mol
• Exact Mass: 1559.5270808 g/mol
• Topological Polar Surface Area (TPSA): 589.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 29
• H-Bond Donor: 21
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6980	69.80%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Lysosomes	0.5110	51.10%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9387	93.87%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8529	85.29%
CYP3A4 substrate	+	0.7619	76.19%
CYP2C9 substrate	-	0.8031	80.31%
CYP2D6 substrate	-	0.8392	83.92%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.8641	86.41%
CYP inhibitory promiscuity	-	0.7268	72.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.4997	49.97%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7356	73.56%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6375	63.75%
Acute Oral Toxicity (c)	III	0.6193	61.93%
Estrogen receptor binding	+	0.6244	62.44%
Androgen receptor binding	+	0.7640	76.40%
Thyroid receptor binding	+	0.7755	77.55%
Glucocorticoid receptor binding	+	0.8284	82.84%
Aromatase binding	+	0.7491	74.91%
PPAR gamma	+	0.8279	82.79%
Honey bee toxicity	-	0.6043	60.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.8558	85.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.11%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	97.81%	96.21%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	97.78%	97.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.19%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.97%	94.45%
CHEMBL4208	P20618	Proteasome component C5	96.54%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.11%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.02%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.72%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.07%	96.38%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	92.94%	95.71%
CHEMBL3837	P07711	Cathepsin L	92.85%	96.61%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.60%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	92.22%	100.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	92.00%	96.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	91.24%	97.33%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.08%	92.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.04%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	90.57%	92.32%
CHEMBL236	P41143	Delta opioid receptor	90.55%	99.35%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	90.54%	85.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.35%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.09%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	88.89%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.42%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.18%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.65%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.38%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.99%	95.50%
CHEMBL268	P43235	Cathepsin K	83.70%	96.85%
CHEMBL242	Q92731	Estrogen receptor beta	83.64%	98.35%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.60%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	82.48%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	82.09%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.40%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.29%	95.78%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.72%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.62%	86.92%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.18%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	80.10%	95.38%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.08%	97.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191784
• LOTUS: LTS0009006
• wikiData: Q105254540