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Neplanocin 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 81999811-09d6-4f49-9b15-16d131d1a632
Taxonomy Nucleosides, nucleotides, and analogues > Nucleoside and nucleotide analogues > Cyclopentyl nucleosides > 1,3-substituted cyclopentyl nucleosides > 1,3-substituted cyclopentyl purine nucleosides
IUPAC Name (1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
SMILES (Canonical) C1=C(C(C(C1N2C=NC3=C(N=CN=C32)N)O)O)CO
SMILES (Isomeric) C1=C([C@H]([C@H]([C@@H]1N2C=NC3=C(N=CN=C32)N)O)O)CO
InChI InChI=1S/C11H13N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h1,3-4,6,8-9,17-19H,2H2,(H2,12,13,14)/t6-,8-,9+/m1/s1
InChI Key XUGWUUDOWNZAGW-VDAHYXPESA-N
Popularity 215 references in papers

Physical and Chemical Properties

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Molecular Formula C11H13N5O3
Molecular Weight 263.25 g/mol
Exact Mass 263.10183929 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -1.40
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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72877-50-0
Neplanocin-A
(1s,2r,5r)-5-(6-amino-9h-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
(-)-Neplanocin A
A-11079-B1B
CHEMBL8771
(1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
4-Cyclopentene-1,2-diol, 3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)-, (1S,2R,3R)-
NPC-A
NEOPLANOCIN A
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Neplanocin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9273 92.73%
Caco-2 - 0.8444 84.44%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Nucleus 0.4476 44.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9513 95.13%
OATP1B3 inhibitior + 0.9449 94.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.9244 92.44%
P-glycoprotein inhibitior - 0.9456 94.56%
P-glycoprotein substrate - 0.7376 73.76%
CYP3A4 substrate - 0.6146 61.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8696 86.96%
CYP3A4 inhibition - 0.9504 95.04%
CYP2C9 inhibition - 0.8868 88.68%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.8916 89.16%
CYP1A2 inhibition - 0.7394 73.94%
CYP2C8 inhibition - 0.7614 76.14%
CYP inhibitory promiscuity - 0.8558 85.58%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5430 54.30%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9573 95.73%
Skin irritation - 0.7544 75.44%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6490 64.90%
Micronuclear + 0.9900 99.00%
Hepatotoxicity - 0.5185 51.85%
skin sensitisation - 0.8394 83.94%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8093 80.93%
Acute Oral Toxicity (c) III 0.6211 62.11%
Estrogen receptor binding - 0.6881 68.81%
Androgen receptor binding - 0.5096 50.96%
Thyroid receptor binding + 0.6049 60.49%
Glucocorticoid receptor binding + 0.5726 57.26%
Aromatase binding + 0.8474 84.74%
PPAR gamma + 0.6108 61.08%
Honey bee toxicity - 0.9135 91.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity - 0.6315 63.15%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2664 P23526 Adenosylhomocysteinase 1.5 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.82% 96.09%
CHEMBL3589 P55263 Adenosine kinase 94.89% 98.05%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 91.96% 100.00%
CHEMBL3979 Q03181 Peroxisome proliferator-activated receptor delta 86.11% 93.95%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 83.35% 95.48%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.72% 91.38%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 81.40% 98.46%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.82% 94.00%
CHEMBL2581 P07339 Cathepsin D 80.81% 98.95%

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 72968
LOTUS LTS0002698
wikiData Q27456496