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Americine

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 ab91e989-cf1f-42d6-93ea-76b67901934c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
IUPAC Name (2S)-N-[(3S,4S,7S,10Z)-7-(1H-indol-3-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-methyl-2-(methylamino)butanamide
SMILES (Canonical) CC(C)C1C(C(=O)NC(C(=O)NC=CC2=CC=C(O1)C=C2)CC3=CNC4=CC=CC=C43)NC(=O)C(C(C)C)NC
SMILES (Isomeric) CC(C)[C@H]1[C@@H](C(=O)N[C@H](C(=O)N/C=C\C2=CC=C(O1)C=C2)CC3=CNC4=CC=CC=C43)NC(=O)[C@H](C(C)C)NC
InChI InChI=1S/C31H39N5O4/c1-18(2)26(32-5)30(38)36-27-28(19(3)4)40-22-12-10-20(11-13-22)14-15-33-29(37)25(35-31(27)39)16-21-17-34-24-9-7-6-8-23(21)24/h6-15,17-19,25-28,32,34H,16H2,1-5H3,(H,33,37)(H,35,39)(H,36,38)/b15-14-/t25-,26-,27-,28-/m0/s1
InChI Key SBDJWBSJRCPRDV-DAEFBSHISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H39N5O4
Molecular Weight 545.70 g/mol
Exact Mass 545.30020474 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 3.13
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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18867-84-0
C09996
AC1NQYO1
CHEBI:2632
DTXSID80415138
Q27105753
(2S)-N-[(2Z,6S,9S,10S)-6-(1H-indol-3-ylmethyl)-10-isopropyl-5,8-dioxo-11-oxa-4,7-diazabicyclo[10.2.2]hexadeca-1(14),2,12,15-tetraen-9-yl]-3-methyl-2-(methylamino)butanamide
(2S)-N-[(3S,4S,7S,10Z)-7-(1H-indol-3-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-methyl-2-(methylamino)butanamide
N-[(10Z)-7-(1H-Indol-3-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-methyl-2-(methylamino)butanamide

2D Structure

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2D Structure of Americine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9747 97.47%
Caco-2 - 0.7466 74.66%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5581 55.81%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8806 88.06%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 0.8232 82.32%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9891 98.91%
P-glycoprotein inhibitior + 0.8494 84.94%
P-glycoprotein substrate + 0.7268 72.68%
CYP3A4 substrate + 0.6814 68.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7783 77.83%
CYP3A4 inhibition + 0.6771 67.71%
CYP2C9 inhibition - 0.7075 70.75%
CYP2C19 inhibition - 0.7050 70.50%
CYP2D6 inhibition - 0.8490 84.90%
CYP1A2 inhibition - 0.7737 77.37%
CYP2C8 inhibition + 0.5124 51.24%
CYP inhibitory promiscuity + 0.7698 76.98%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4756 47.56%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9723 97.23%
Skin irritation - 0.8116 81.16%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8437 84.37%
Micronuclear + 0.8800 88.00%
Hepatotoxicity - 0.5143 51.43%
skin sensitisation - 0.8846 88.46%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5770 57.70%
Acute Oral Toxicity (c) III 0.6088 60.88%
Estrogen receptor binding + 0.7145 71.45%
Androgen receptor binding + 0.6946 69.46%
Thyroid receptor binding + 0.6503 65.03%
Glucocorticoid receptor binding + 0.7708 77.08%
Aromatase binding - 0.5724 57.24%
PPAR gamma + 0.7449 74.49%
Honey bee toxicity - 0.7859 78.59%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5449 54.49%
Fish aquatic toxicity + 0.8694 86.94%

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 99.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.69% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.33% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.36% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.59% 85.14%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 93.31% 83.10%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 91.80% 95.71%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.09% 88.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.99% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 90.19% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.87% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.27% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.22% 90.08%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.68% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.24% 94.45%
CHEMBL3837 P07711 Cathepsin L 85.03% 96.61%
CHEMBL2535 P11166 Glucose transporter 84.90% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.54% 89.62%
CHEMBL333 P08253 Matrix metalloproteinase-2 83.63% 96.31%
CHEMBL4073 P09237 Matrix metalloproteinase 7 83.14% 97.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.58% 92.88%
CHEMBL4644 P41968 Melanocortin receptor 3 82.54% 99.52%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 82.13% 97.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.74% 99.17%
CHEMBL5028 O14672 ADAM10 80.83% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.27% 95.50%

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.
Ceanothus americanus

Cross-Links

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PubChem 5281580
LOTUS LTS0236260
wikiData Q27105753