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Amipurimycin

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 e68fef31-2edd-4ac2-9dc8-2907d0804b17
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides > Hybrid glycopeptides
IUPAC Name 2-[(2-aminocyclopentanecarbonyl)amino]-2-[6-(2-aminopurin-9-yl)-4-(1,2-dihydroxyethyl)-4,5-dihydroxyoxan-2-yl]acetic acid
SMILES (Canonical) C1CC(C(C1)N)C(=O)NC(C2CC(C(C(O2)N3C=NC4=CN=C(N=C43)N)O)(C(CO)O)O)C(=O)O
SMILES (Isomeric) C1CC(C(C1)N)C(=O)NC(C2CC(C(C(O2)N3C=NC4=CN=C(N=C43)N)O)(C(CO)O)O)C(=O)O
InChI InChI=1S/C20H29N7O8/c21-9-3-1-2-8(9)16(31)25-13(18(32)33)11-4-20(34,12(29)6-28)14(30)17(35-11)27-7-24-10-5-23-19(22)26-15(10)27/h5,7-9,11-14,17,28-30,34H,1-4,6,21H2,(H,25,31)(H,32,33)(H2,22,23,26)
InChI Key BHAUQSKSOITMND-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C20H29N7O8
Molecular Weight 495.50 g/mol
Exact Mass 495.20776091 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP -4.60
Atomic LogP (AlogP) -3.16
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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61991-08-0
2-[(2-aminocyclopentanecarbonyl)amino]-2-[6-(2-aminopurin-9-yl)-4-(1,2-dihydroxyethyl)-4,5-dihydroxyoxan-2-yl]acetic acid
Ampurimycin
9H-Purin-2-amine, 9-[6-[[(2-aminocyclopentyl)carbonyl]amino]-4,6-dideoxy-3-C-(1,2-dihydroxyethyl)heptopyranuronosyl]-
DTXSID50977531
2-[(2-aminocyclopentanecarbonyl)amino]-2-[6-(2-aminopurin-9-yl)-4-(1,2-dihydroxyethyl)-4,5-dihydroxy-tetrahydropyran-2-yl]acetic acid
9-[6-{[(2-Aminocyclopentyl)(hydroxy)methylidene]amino}-4,6-dideoxy-3-C-(1,2-dihydroxyethyl)heptopyranuronosyl]-1,9-dihydro-2H-purin-2-imine

2D Structure

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2D Structure of Amipurimycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7853 78.53%
Caco-2 - 0.9205 92.05%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Nucleus 0.3349 33.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8908 89.08%
OATP1B3 inhibitior + 0.9444 94.44%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8599 85.99%
BSEP inhibitior - 0.7002 70.02%
P-glycoprotein inhibitior - 0.5470 54.70%
P-glycoprotein substrate + 0.7206 72.06%
CYP3A4 substrate + 0.6483 64.83%
CYP2C9 substrate - 0.7845 78.45%
CYP2D6 substrate - 0.8352 83.52%
CYP3A4 inhibition - 0.8542 85.42%
CYP2C9 inhibition - 0.9136 91.36%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.8919 89.19%
CYP1A2 inhibition - 0.6651 66.51%
CYP2C8 inhibition + 0.5811 58.11%
CYP inhibitory promiscuity - 0.9719 97.19%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5011 50.11%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9681 96.81%
Skin irritation - 0.7762 77.62%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.6682 66.82%
Human Ether-a-go-go-Related Gene inhibition - 0.6373 63.73%
Micronuclear + 0.9800 98.00%
Hepatotoxicity - 0.5317 53.17%
skin sensitisation - 0.8542 85.42%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7340 73.40%
Acute Oral Toxicity (c) III 0.6006 60.06%
Estrogen receptor binding + 0.7448 74.48%
Androgen receptor binding + 0.6737 67.37%
Thyroid receptor binding + 0.5315 53.15%
Glucocorticoid receptor binding + 0.6192 61.92%
Aromatase binding + 0.6293 62.93%
PPAR gamma + 0.6133 61.33%
Honey bee toxicity - 0.8268 82.68%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity - 0.5561 55.61%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.98% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.53% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.82% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.29% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.91% 91.11%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 89.56% 95.42%
CHEMBL221 P23219 Cyclooxygenase-1 88.35% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.32% 94.45%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 87.04% 98.46%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.85% 95.89%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 86.40% 82.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.12% 100.00%
CHEMBL3384 Q16512 Protein kinase N1 86.12% 80.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.00% 99.23%
CHEMBL2581 P07339 Cathepsin D 85.96% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.54% 93.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.61% 99.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.44% 89.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.29% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.91% 93.04%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 80.67% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.65% 95.56%

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.
There are no matching plants.

Cross-Links

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PubChem 162956
LOTUS LTS0239244
wikiData Q82962721