(2S)-2-[[9-[[(1R,2S,4R,5R,6R,7R,10S,11R,14S,16S)-5-acetyloxy-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-9-oxononanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

Details

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Internal ID 63d1ddae-dfa9-4684-bfcf-7a19ccd05c72
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (2S)-2-[[9-[[(1R,2S,4R,5R,6R,7R,10S,11R,14S,16S)-5-acetyloxy-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-9-oxononanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
SMILES (Canonical) CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5(C3(CCC(C5)OC(=O)CCCCCCCC(=O)NC(CCCN=C(N)N)C(=O)O)C)O)C)C6=COC(=O)C=C6
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]([C@]2(CC[C@H]3[C@H]([C@@]24[C@@H]1O4)CC[C@]5([C@@]3(CC[C@@H](C5)OC(=O)CCCCCCCC(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C)O)C)C6=COC(=O)C=C6
InChI InChI=1S/C41H60N4O11/c1-24(46)54-34-33(25-13-14-31(48)53-23-25)39(3)19-16-27-28(41(39)35(34)56-41)17-20-40(52)22-26(15-18-38(27,40)2)55-32(49)12-8-6-4-5-7-11-30(47)45-29(36(50)51)10-9-21-44-37(42)43/h13-14,23,26-29,33-35,52H,4-12,15-22H2,1-3H3,(H,45,47)(H,50,51)(H4,42,43,44)/t26-,27-,28+,29-,33-,34+,35+,38+,39+,40-,41+/m0/s1
InChI Key PEBXBUWRJFYUKI-YDQJMSTJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H60N4O11
Molecular Weight 784.90 g/mol
Exact Mass 784.42585874 g/mol
Topological Polar Surface Area (TPSA) 243.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[[9-[[(1R,2S,4R,5R,6R,7R,10S,11R,14S,16S)-5-acetyloxy-16-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-yl]oxy]-9-oxononanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7971 79.71%
Caco-2 - 0.8537 85.37%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6651 66.51%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.9254 92.54%
MATE1 inhibitior - 0.7846 78.46%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9630 96.30%
P-glycoprotein inhibitior + 0.7543 75.43%
P-glycoprotein substrate + 0.7356 73.56%
CYP3A4 substrate + 0.7423 74.23%
CYP2C9 substrate - 0.7992 79.92%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition - 0.8172 81.72%
CYP2C9 inhibition - 0.7582 75.82%
CYP2C19 inhibition - 0.7055 70.55%
CYP2D6 inhibition - 0.8572 85.72%
CYP1A2 inhibition - 0.7793 77.93%
CYP2C8 inhibition + 0.7489 74.89%
CYP inhibitory promiscuity - 0.9118 91.18%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5665 56.65%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.7571 75.71%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4396 43.96%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.6282 62.82%
skin sensitisation - 0.8282 82.82%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6902 69.02%
Acute Oral Toxicity (c) III 0.5332 53.32%
Estrogen receptor binding + 0.8143 81.43%
Androgen receptor binding + 0.7678 76.78%
Thyroid receptor binding + 0.5168 51.68%
Glucocorticoid receptor binding + 0.6464 64.64%
Aromatase binding + 0.6584 65.84%
PPAR gamma + 0.7018 70.18%
Honey bee toxicity - 0.7301 73.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9262 92.62%

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 99.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.38% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.26% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.33% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.94% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.89% 95.17%
CHEMBL2581 P07339 Cathepsin D 96.83% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.47% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.26% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.13% 95.89%
CHEMBL204 P00734 Thrombin 90.87% 96.01%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.54% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.84% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.57% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.55% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.52% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.33% 93.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 85.23% 95.00%
CHEMBL5028 O14672 ADAM10 83.10% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.82% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.08% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 81.10% 91.19%
CHEMBL259 P32245 Melanocortin receptor 4 81.04% 95.38%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.83% 96.25%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.59% 98.33%
CHEMBL2514 O95665 Neurotensin receptor 2 80.37% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.35% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.34% 99.23%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 80.26% 88.42%

Plants that contains it

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Cross-Links

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PubChem 46930229
NPASS NPC138897
LOTUS LTS0238809
wikiData Q105206900