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Macrocarpamine

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 e8880cbf-66be-4e37-8734-3ba8b1a5eed1
Taxonomy Alkaloids and derivatives > Pleiocarpaman alkaloids
IUPAC Name methyl (8R,13E,14S,16S,17S,18S)-17-[(E)-2-[(1S,12S,13R,18R)-3,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4,6,8,16-pentaen-17-yl]ethenyl]-13-ethylidene-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6-triene-18-carboxylate
SMILES (Canonical) CC=C1CN2CCC3C4=CC=CC=C4N5C3(C2CC1C5C(=O)OC)C=CC6=COCC7C6CC8C9=C(CC7N8C)C1=CC=CC=C1N9C
SMILES (Isomeric) C/C=C\1/CN2CC[C@@H]3C4=CC=CC=C4N5[C@@]3([C@@H]2C[C@@H]1[C@H]5C(=O)OC)/C=C/C6=COC[C@@H]7[C@H]6C[C@H]8C9=C(C[C@@H]7N8C)C1=CC=CC=C1N9C
InChI InChI=1S/C41H46N4O3/c1-5-24-21-44-17-15-32-27-11-7-9-13-34(27)45-39(40(46)47-4)29(24)20-37(44)41(32,45)16-14-25-22-48-23-31-28(25)18-36-38-30(19-35(31)42(36)2)26-10-6-8-12-33(26)43(38)3/h5-14,16,22,28-29,31-32,35-37,39H,15,17-21,23H2,1-4H3/b16-14+,24-5-/t28-,29-,31+,32+,35-,36-,37-,39-,41-/m0/s1
InChI Key NOKYQXVIWFQLED-HXCLOJFDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H46N4O3
Molecular Weight 642.80 g/mol
Exact Mass 642.35699134 g/mol
Topological Polar Surface Area (TPSA) 50.20 Ų
XlogP 4.90
Atomic LogP (AlogP) 6.12
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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NSC719264
CHEMBL1979029
NSC-719264
Q15426213

2D Structure

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2D Structure of Macrocarpamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9445 94.45%
Caco-2 - 0.7615 76.15%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5358 53.58%
OATP2B1 inhibitior - 0.5657 56.57%
OATP1B1 inhibitior + 0.8191 81.91%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.7018 70.18%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9959 99.59%
P-glycoprotein inhibitior + 0.8961 89.61%
P-glycoprotein substrate + 0.8523 85.23%
CYP3A4 substrate + 0.7649 76.49%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.7633 76.33%
CYP3A4 inhibition + 0.5884 58.84%
CYP2C9 inhibition - 0.6690 66.90%
CYP2C19 inhibition - 0.7129 71.29%
CYP2D6 inhibition - 0.5513 55.13%
CYP1A2 inhibition + 0.5142 51.42%
CYP2C8 inhibition + 0.8406 84.06%
CYP inhibitory promiscuity + 0.6448 64.48%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6511 65.11%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9385 93.85%
Skin irritation - 0.7952 79.52%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.5224 52.24%
Human Ether-a-go-go-Related Gene inhibition + 0.9159 91.59%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.5056 50.56%
skin sensitisation - 0.8419 84.19%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7001 70.01%
Acute Oral Toxicity (c) III 0.6919 69.19%
Estrogen receptor binding + 0.8464 84.64%
Androgen receptor binding + 0.7566 75.66%
Thyroid receptor binding + 0.6002 60.02%
Glucocorticoid receptor binding + 0.8060 80.60%
Aromatase binding + 0.5976 59.76%
PPAR gamma + 0.7643 76.43%
Honey bee toxicity - 0.6783 67.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9699 96.99%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.13% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.62% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.63% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.59% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.33% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.06% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 95.80% 95.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.30% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.31% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.11% 95.17%
CHEMBL2535 P11166 Glucose transporter 90.69% 98.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 88.03% 80.96%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.67% 97.14%
CHEMBL240 Q12809 HERG 86.56% 89.76%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.85% 93.65%
CHEMBL340 P08684 Cytochrome P450 3A4 85.39% 91.19%
CHEMBL5028 O14672 ADAM10 85.15% 97.50%
CHEMBL238 Q01959 Dopamine transporter 84.20% 95.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.56% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.46% 94.08%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.42% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.04% 86.33%
CHEMBL1914 P06276 Butyrylcholinesterase 81.77% 95.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.52% 99.17%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.51% 91.65%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.06% 93.00%

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.
Alstonia angustifolia
Alstonia macrophylla

Cross-Links

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PubChem 5472477
LOTUS LTS0010063
wikiData Q15426213