Neopinone

Details

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Internal ID 506dcefa-2e0f-4248-9979-00f0028a6819
Taxonomy Benzenoids > Phenanthrenes and derivatives
IUPAC Name (4R,7aR,12bS)-9-methoxy-3-methyl-1,2,4,6,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
SMILES (Canonical) CN1CCC23C4C(=O)CC=C2C1CC5=C3C(=C(C=C5)OC)O4
SMILES (Isomeric) CN1CC[C@]23[C@@H]4C(=O)CC=C2[C@H]1CC5=C3C(=C(C=C5)OC)O4
InChI InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-4,6,12,17H,5,7-9H2,1-2H3/t12-,17+,18+/m1/s1
InChI Key LJVKMVSYTWPNGA-UUWFMWQGSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C18H19NO3
Molecular Weight 297.30 g/mol
Exact Mass 297.13649347 g/mol
Topological Polar Surface Area (TPSA) 38.80 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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509-66-0
3-methoxy-17-methyl-8,14-didehydro-4,5alpha-epoxymorphinan-6-one
CHEBI:7510
SCHEMBL19365612
LJVKMVSYTWPNGA-UUWFMWQGSA-N
DTXSID501345741
Q27107516
(1S,5R,13R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0?,??.0?,??.0?,??]octadeca-7,9,11(18),16-tetraen-14-one
(4R,7aR,12bS)-9-methoxy-3-methyl-1,2,4,6,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

2D Structure

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2D Structure of Neopinone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 + 0.8984 89.84%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6303 63.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9213 92.13%
OATP1B3 inhibitior + 0.9534 95.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.6458 64.58%
P-glycoprotein inhibitior - 0.8780 87.80%
P-glycoprotein substrate + 0.5437 54.37%
CYP3A4 substrate + 0.6914 69.14%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate + 0.6580 65.80%
CYP3A4 inhibition - 0.8072 80.72%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.8627 86.27%
CYP2D6 inhibition + 0.5621 56.21%
CYP1A2 inhibition - 0.7948 79.48%
CYP2C8 inhibition - 0.9195 91.95%
CYP inhibitory promiscuity - 0.7295 72.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9685 96.85%
Skin irritation - 0.7971 79.71%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4745 47.45%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8053 80.53%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.5817 58.17%
Acute Oral Toxicity (c) II 0.5069 50.69%
Estrogen receptor binding - 0.7476 74.76%
Androgen receptor binding - 0.7325 73.25%
Thyroid receptor binding - 0.6039 60.39%
Glucocorticoid receptor binding + 0.6401 64.01%
Aromatase binding - 0.6618 66.18%
PPAR gamma + 0.5519 55.19%
Honey bee toxicity - 0.7400 74.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9229 92.29%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.97% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.67% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.30% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.02% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.98% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.78% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.07% 96.77%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.99% 82.38%
CHEMBL217 P14416 Dopamine D2 receptor 87.45% 95.62%
CHEMBL1902 P62942 FK506-binding protein 1A 86.58% 97.05%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.19% 93.40%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.36% 85.14%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 84.26% 98.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.68% 97.14%
CHEMBL2581 P07339 Cathepsin D 82.11% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.21% 97.25%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.01% 95.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.36% 99.23%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.03% 91.03%

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.
Aloe microstigma
Chrozophora plicata
Papaver somniferum

Cross-Links

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PubChem 12313212
NPASS NPC301340