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Nortryptoquivaline A

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 29a3f19b-9d58-4967-87d9-bb1761d3222e
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
IUPAC Name [(1S)-1-[3-[(2S,3'R,3aS,4S)-3-hydroxy-2-methyl-1,2'-dioxospiro[2,3a-dihydroimidazo[1,2-a]indole-4,5'-oxolane]-3'-yl]-4-oxoquinazolin-2-yl]-2-methylpropyl] acetate
SMILES (Canonical) CC1C(=O)N2C(N1O)C3(CC(C(=O)O3)N4C(=O)C5=CC=CC=C5N=C4C(C(C)C)OC(=O)C)C6=CC=CC=C62
SMILES (Isomeric) C[C@H]1C(=O)N2[C@@H](N1O)[C@]3(C[C@H](C(=O)O3)N4C(=O)C5=CC=CC=C5N=C4[C@H](C(C)C)OC(=O)C)C6=CC=CC=C62
InChI InChI=1S/C28H28N4O7/c1-14(2)22(38-16(4)33)23-29-19-11-7-5-9-17(19)25(35)30(23)21-13-28(39-26(21)36)18-10-6-8-12-20(18)31-24(34)15(3)32(37)27(28)31/h5-12,14-15,21-22,27,37H,13H2,1-4H3/t15-,21+,22-,27-,28-/m0/s1
InChI Key HHNRKSWQUGTUBV-PEYHEJLLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H28N4O7
Molecular Weight 532.50 g/mol
Exact Mass 532.19579924 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.81
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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Nortryptoquivaline A
60676-56-4
2'-Demethyltryptoquivaline
1WPL6Q0VLJ
NSC-292204
[(1S)-1-[3-[(2S,3'R,3aS,4S)-3-hydroxy-2-methyl-1,2'-dioxospiro[2,3a-dihydroimidazo[1,2-a]indole-4,5'-oxolane]-3'-yl]-4-oxoquinazolin-2-yl]-2-methylpropyl] acetate
Spiro(furan-2(5H),9'-(9H)imidazo(1,2-a)indole)-3',5(2'H)-dione, 4-(2-((1S)-1-(acetyloxy)-2-methylpropyl)-4-oxo-3(4H)-quinazolinyl)-1',3,4,9'a-tetrahydro-1'-hydroxy-2'-methyl-, (2S,2'S,4R,9'aS)-
((1S)-1-(3-((2S,3'R,3aS,4S)-3-hydroxy-2-methyl-1,2'-dioxospiro(2,3a-dihydroimidazo(1,2-a)indole-4,5'-oxolane)-3'-yl)-4-oxoquinazolin-2-yl)-2-methylpropyl) acetate
(1S)-1-(3-((2S,4'r,9S,9as)-1-hydroxy-2-methyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro(imidazo(1,2-a)indole-9,2'-oxolane)-4'-yl)-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl acetic acid
(1S)-1-{3-[(2S,4'r,9S,9as)-1-hydroxy-2-methyl-3,5'-dioxo-1,2,3,9a-tetrahydrospiro[imidazo[1,2-a]indole-9,2'-oxolane]-4'-yl]-4-oxo-3,4-dihydroquinazolin-2-yl}-2-methylpropyl acetic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Nortryptoquivaline A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9053 90.53%
Caco-2 - 0.7401 74.01%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4234 42.34%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8821 88.21%
OATP1B3 inhibitior + 0.9333 93.33%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9600 96.00%
P-glycoprotein inhibitior + 0.8732 87.32%
P-glycoprotein substrate + 0.5435 54.35%
CYP3A4 substrate + 0.7054 70.54%
CYP2C9 substrate - 0.5947 59.47%
CYP2D6 substrate - 0.8772 87.72%
CYP3A4 inhibition - 0.6447 64.47%
CYP2C9 inhibition - 0.5517 55.17%
CYP2C19 inhibition - 0.6531 65.31%
CYP2D6 inhibition - 0.8938 89.38%
CYP1A2 inhibition - 0.7562 75.62%
CYP2C8 inhibition + 0.5633 56.33%
CYP inhibitory promiscuity - 0.5434 54.34%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.4852 48.52%
Eye corrosion - 0.9839 98.39%
Eye irritation - 0.9373 93.73%
Skin irritation - 0.7894 78.94%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4711 47.11%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.7823 78.23%
skin sensitisation - 0.8679 86.79%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.8074 80.74%
Acute Oral Toxicity (c) III 0.6064 60.64%
Estrogen receptor binding + 0.7497 74.97%
Androgen receptor binding + 0.7563 75.63%
Thyroid receptor binding + 0.6595 65.95%
Glucocorticoid receptor binding + 0.8526 85.26%
Aromatase binding + 0.5636 56.36%
PPAR gamma + 0.7118 71.18%
Honey bee toxicity - 0.7865 78.65%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9151 91.51%

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 99.26% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.60% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.39% 99.23%
CHEMBL2581 P07339 Cathepsin D 94.65% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.39% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.59% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.10% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.45% 94.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.78% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.42% 90.17%

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 21140781
LOTUS LTS0006807
wikiData Q27253000