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(1S,2R,18R,19R,22S,25R,28R,40S)-19-[[(2R)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetyl]amino]-48-[(2S,3R,4S,5S,6R)-3-[(2R,4S,5R,6R)-4-amino-5,6-dihydroxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-18,32,35,37-tetrahydroxy-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-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID a9f1b99d-06b8-4993-8547-c7dfcdb297b8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (1S,2R,18R,19R,22S,25R,28R,40S)-19-[[(2R)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetyl]amino]-48-[(2S,3R,4S,5S,6R)-3-[(2R,4S,5R,6R)-4-amino-5,6-dihydroxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-18,32,35,37-tetrahydroxy-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-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid
SMILES (Canonical) CC1C(C(CC(O1)OC2C3C(=O)NC(C4=C(C(=CC(=C4)O)O)C5=C(C=CC(=C5)C(C(=O)N3)NC(=O)C6C7=CC(=C(C(=C7)OC8=C(C=C2C=C8)Cl)OC9C(C(C(C(O9)CO)O)O)OC1CC(C(C(O1)O)O)N)OC1=CC=C(C=C1)C(C(C(=O)NC(C(=O)N6)CC1=CC=CC=C1)NC(=O)C(C1=CC(=C(C=C1)O)Cl)N)O)O)C(=O)O)N)OC
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](C[C@@H](O1)O[C@H]2[C@H]3C(=O)N[C@@H](C4=C(C(=CC(=C4)O)O)C5=C(C=CC(=C5)[C@H](C(=O)N3)NC(=O)[C@H]6C7=CC(=C(C(=C7)OC8=C(C=C2C=C8)Cl)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1C[C@@H]([C@H]([C@@H](O1)O)O)N)OC1=CC=C(C=C1)[C@H]([C@H](C(=O)N[C@H](C(=O)N6)CC1=CC=CC=C1)NC(=O)[C@@H](C1=CC(=C(C=C1)O)Cl)N)O)O)C(=O)O)N)OC
InChI InChI=1S/C77H81Cl2N9O27/c1-29-65(107-2)43(81)27-52(108-29)112-66-34-12-17-48(41(79)21-34)110-50-23-35-22-49(67(50)115-77-68(64(97)63(96)51(28-89)111-77)113-53-26-42(80)62(95)76(106)114-53)109-37-13-8-31(9-14-37)61(94)59(87-70(99)55(82)32-10-16-46(92)40(78)20-32)73(102)83-44(18-30-6-4-3-5-7-30)69(98)84-57(35)72(101)85-56-33-11-15-45(91)38(19-33)54-39(24-36(90)25-47(54)93)58(75(104)105)86-74(103)60(66)88-71(56)100/h3-17,19-25,29,42-44,51-53,55-66,68,76-77,89-97,106H,18,26-28,80-82H2,1-2H3,(H,83,102)(H,84,98)(H,85,101)(H,86,103)(H,87,99)(H,88,100)(H,104,105)/t29-,42-,43-,44-,51+,52-,53+,55+,56+,57+,58-,59+,60-,61+,62+,63+,64-,65-,66+,68+,76+,77-/m0/s1
InChI Key AEVLWFIASHAORK-DUKPNVDBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C77H81Cl2N9O27
Molecular Weight 1635.40 g/mol
Exact Mass 1633.4618937 g/mol
Topological Polar Surface Area (TPSA) 575.00 Ų
XlogP -1.40
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 29
H-Bond Donor 20
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,18R,19R,22S,25R,28R,40S)-19-[[(2R)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetyl]amino]-48-[(2S,3R,4S,5S,6R)-3-[(2R,4S,5R,6R)-4-amino-5,6-dihydroxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-18,32,35,37-tetrahydroxy-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-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5886 58.86%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Nucleus 0.6986 69.86%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8264 82.64%
OATP1B3 inhibitior + 0.9417 94.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9341 93.41%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8487 84.87%
CYP3A4 substrate + 0.7611 76.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8449 84.49%
CYP3A4 inhibition - 0.7974 79.74%
CYP2C9 inhibition - 0.8495 84.95%
CYP2C19 inhibition - 0.8498 84.98%
CYP2D6 inhibition - 0.9098 90.98%
CYP1A2 inhibition - 0.8644 86.44%
CYP2C8 inhibition + 0.8690 86.90%
CYP inhibitory promiscuity - 0.7036 70.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7600 76.00%
Carcinogenicity (trinary) Non-required 0.4631 46.31%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.8005 80.05%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7447 74.47%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8709 87.09%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7443 74.43%
Acute Oral Toxicity (c) III 0.6623 66.23%
Estrogen receptor binding + 0.6421 64.21%
Androgen receptor binding + 0.7645 76.45%
Thyroid receptor binding + 0.7457 74.57%
Glucocorticoid receptor binding + 0.7936 79.36%
Aromatase binding + 0.7189 71.89%
PPAR gamma + 0.7883 78.83%
Honey bee toxicity - 0.6083 60.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5548 55.48%
Fish aquatic toxicity - 0.5468 54.68%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.93% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.75% 98.95%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 98.87% 97.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.86% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.72% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.62% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.06% 99.15%
CHEMBL4208 P20618 Proteasome component C5 96.62% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 95.64% 95.50%
CHEMBL204 P00734 Thrombin 94.37% 96.01%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.43% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.92% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.50% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 91.97% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.89% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 90.83% 95.93%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 90.56% 92.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.70% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 88.68% 98.35%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.04% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.80% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.57% 97.33%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 87.01% 96.11%
CHEMBL3401 O75469 Pregnane X receptor 86.90% 94.73%
CHEMBL236 P41143 Delta opioid receptor 86.67% 99.35%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.39% 89.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.22% 89.44%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.92% 92.62%
CHEMBL3384 Q16512 Protein kinase N1 82.11% 80.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.09% 97.14%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.84% 85.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.07% 89.50%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 80.69% 97.03%
CHEMBL5314 Q06418 Tyrosine-protein kinase receptor TYRO3 80.69% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 146683562
LOTUS LTS0121666
wikiData Q104910629