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(3R)-N-[(3R,6R,9R,12S,15R,18S,19R)-6-(3-amino-3-oxopropyl)-12-benzyl-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-15-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide

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 3cac9af3-9edc-49a2-8bec-bb77ef1a7b86
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (3R)-N-[(3R,6R,9R,12S,15R,18S,19R)-6-(3-amino-3-oxopropyl)-12-benzyl-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-15-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide
SMILES (Canonical) CC1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C)CCC(=O)N)C(C)O)CC2=CC=CC=C2)C(C)C)NC(=O)CC(CCCCCCCCCCCCN=C(N)N)O
SMILES (Isomeric) C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O1)C)CCC(=O)N)[C@@H](C)O)CC2=CC=CC=C2)C(C)C)NC(=O)C[C@@H](CCCCCCCCCCCCN=C(N)N)O
InChI InChI=1S/C46H76N10O11/c1-27(2)37-42(63)53-34(25-31-19-15-14-16-20-31)41(62)56-38(29(4)57)43(64)52-33(22-23-35(47)59)40(61)51-28(3)45(66)67-30(5)39(44(65)55-37)54-36(60)26-32(58)21-17-12-10-8-6-7-9-11-13-18-24-50-46(48)49/h14-16,19-20,27-30,32-34,37-39,57-58H,6-13,17-18,21-26H2,1-5H3,(H2,47,59)(H,51,61)(H,52,64)(H,53,63)(H,54,60)(H,55,65)(H,56,62)(H4,48,49,50)/t28-,29-,30-,32-,33-,34+,37-,38-,39+/m1/s1
InChI Key FGCMLOMJWWAVJA-CYCAOTBOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H76N10O11
Molecular Weight 945.20 g/mol
Exact Mass 944.56950328 g/mol
Topological Polar Surface Area (TPSA) 349.00 Ų
XlogP 3.30
Atomic LogP (AlogP) -0.28
H-Bond Acceptor 12
H-Bond Donor 11
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-N-[(3R,6R,9R,12S,15R,18S,19R)-6-(3-amino-3-oxopropyl)-12-benzyl-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2,5,8,11,14,17-hexaoxo-15-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-15-(diaminomethylideneamino)-3-hydroxypentadecanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6226 62.26%
Caco-2 - 0.8628 86.28%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6820 68.20%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8280 82.80%
OATP1B3 inhibitior + 0.9332 93.32%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9738 97.38%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate + 0.8555 85.55%
CYP3A4 substrate + 0.6932 69.32%
CYP2C9 substrate - 0.6211 62.11%
CYP2D6 substrate - 0.8220 82.20%
CYP3A4 inhibition - 0.8962 89.62%
CYP2C9 inhibition - 0.9284 92.84%
CYP2C19 inhibition - 0.9051 90.51%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9081 90.81%
CYP2C8 inhibition + 0.6316 63.16%
CYP inhibitory promiscuity - 0.9928 99.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6340 63.40%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.7764 77.64%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6425 64.25%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5677 56.77%
skin sensitisation - 0.8401 84.01%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5660 56.60%
Acute Oral Toxicity (c) III 0.6035 60.35%
Estrogen receptor binding + 0.8088 80.88%
Androgen receptor binding + 0.6623 66.23%
Thyroid receptor binding + 0.5259 52.59%
Glucocorticoid receptor binding + 0.5931 59.31%
Aromatase binding + 0.6626 66.26%
PPAR gamma + 0.7628 76.28%
Honey bee toxicity - 0.7642 76.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity - 0.5115 51.15%

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
CHEMBL2581 P07339 Cathepsin D 98.91% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.21% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 95.21% 96.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.77% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.43% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.12% 97.64%
CHEMBL3401 O75469 Pregnane X receptor 89.52% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.05% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 86.49% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.89% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.81% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.12% 99.23%
CHEMBL1949 P62937 Cyclophilin A 82.06% 98.57%
CHEMBL221 P23219 Cyclooxygenase-1 81.42% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.97% 97.09%

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 163186350
LOTUS LTS0162351
wikiData Q104994811