(1S,2R,4R,12S,15S,18R)-14,14,18-trimethyl-9-[(1S,2R,4R,12S,15S,18R)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.02,13.04,12.04,18.06,11]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.02,13.04,12.04,18.06,11]nonadeca-6(11),7,9-trien-16-one

Details

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Internal ID 1b4b8721-e223-4d9f-a93f-941e1bdec2d3
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1S,2R,4R,12S,15S,18R)-14,14,18-trimethyl-9-[(1S,2R,4R,12S,15S,18R)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.02,13.04,12.04,18.06,11]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.02,13.04,12.04,18.06,11]nonadeca-6(11),7,9-trien-16-one
SMILES (Canonical) CC1(C2CC3C4N1C5C6=C(C=CC(=C6)N7C8=CC=CC=C8C9C71CC6N9C(C7CC6C1(CC7=O)C)(C)C)NC5(C4)C3(CC2=O)C)C
SMILES (Isomeric) C[C@@]12CC(=O)[C@H]3C[C@@H]1[C@H]4C[C@]25[C@@H](N4C3(C)C)C6=C(N5)C=CC(=C6)N7C8=CC=CC=C8[C@H]9[C@]71C[C@H]2N9C([C@@H]3C[C@H]2[C@]1(CC3=O)C)(C)C
InChI InChI=1S/C40H46N4O2/c1-35(2)25-14-23-29-16-39(37(23,5)18-31(25)45)33(43(29)35)22-13-20(11-12-27(22)41-39)42-28-10-8-7-9-21(28)34-40(42)17-30-24-15-26(36(3,4)44(30)34)32(46)19-38(24,40)6/h7-13,23-26,29-30,33-34,41H,14-19H2,1-6H3/t23-,24-,25-,26-,29-,30-,33+,34+,37-,38-,39+,40+/m1/s1
InChI Key ACQBZYKFMOETHR-RGBJRRTFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H46N4O2
Molecular Weight 614.80 g/mol
Exact Mass 614.36207672 g/mol
Topological Polar Surface Area (TPSA) 55.90 Ų
XlogP 4.90
Atomic LogP (AlogP) 6.79
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4R,12S,15S,18R)-14,14,18-trimethyl-9-[(1S,2R,4R,12S,15S,18R)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.02,13.04,12.04,18.06,11]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.02,13.04,12.04,18.06,11]nonadeca-6(11),7,9-trien-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9944 99.44%
Caco-2 - 0.7826 78.26%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.5048 50.48%
OATP2B1 inhibitior - 0.5634 56.34%
OATP1B1 inhibitior + 0.8199 81.99%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5818 58.18%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8053 80.53%
P-glycoprotein substrate + 0.6563 65.63%
CYP3A4 substrate + 0.7039 70.39%
CYP2C9 substrate - 0.8125 81.25%
CYP2D6 substrate + 0.4393 43.93%
CYP3A4 inhibition - 0.6076 60.76%
CYP2C9 inhibition - 0.7240 72.40%
CYP2C19 inhibition - 0.6003 60.03%
CYP2D6 inhibition - 0.6857 68.57%
CYP1A2 inhibition - 0.8382 83.82%
CYP2C8 inhibition + 0.5310 53.10%
CYP inhibitory promiscuity - 0.5880 58.80%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5646 56.46%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9252 92.52%
Skin irritation - 0.7873 78.73%
Skin corrosion - 0.8912 89.12%
Ames mutagenesis + 0.5022 50.22%
Human Ether-a-go-go-Related Gene inhibition + 0.8857 88.57%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8569 85.69%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5606 56.06%
Acute Oral Toxicity (c) III 0.6325 63.25%
Estrogen receptor binding + 0.8012 80.12%
Androgen receptor binding + 0.7738 77.38%
Thyroid receptor binding + 0.6377 63.77%
Glucocorticoid receptor binding + 0.7336 73.36%
Aromatase binding + 0.6949 69.49%
PPAR gamma + 0.6833 68.33%
Honey bee toxicity - 0.7342 73.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9772 97.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.59% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 98.53% 93.40%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.22% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.57% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.75% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.59% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.53% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.87% 82.69%
CHEMBL240 Q12809 HERG 87.40% 89.76%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.66% 97.14%
CHEMBL228 P31645 Serotonin transporter 86.60% 95.51%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.53% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.42% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.23% 96.77%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 83.22% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.51% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.38% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.14% 95.89%
CHEMBL222 P23975 Norepinephrine transporter 81.14% 96.06%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 80.31% 95.48%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aristotelia australasica

Cross-Links

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PubChem 163036716
LOTUS LTS0045629
wikiData Q104909228