3-(Hydroxymethyl)-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one

Details

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Internal ID 40b02243-33f2-4938-92d8-6040047b8b43
Taxonomy Alkaloids and derivatives > Indolonaphthyridine alkaloids
IUPAC Name 3-(hydroxymethyl)-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
SMILES (Canonical) C1=CC=C2C(=C1)C3=C4N2C(=O)C(=CC4=NC=C3)CO
SMILES (Isomeric) C1=CC=C2C(=C1)C3=C4N2C(=O)C(=CC4=NC=C3)CO
InChI InChI=1S/C15H10N2O2/c18-8-9-7-12-14-11(5-6-16-12)10-3-1-2-4-13(10)17(14)15(9)19/h1-7,18H,8H2
InChI Key NGLFCPGASUBUBB-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H10N2O2
Molecular Weight 250.25 g/mol
Exact Mass 250.074227566 g/mol
Topological Polar Surface Area (TPSA) 55.10 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-(Hydroxymethyl)-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 + 0.7300 73.00%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8340 83.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9550 95.50%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7566 75.66%
BSEP inhibitior - 0.6122 61.22%
P-glycoprotein inhibitior - 0.9251 92.51%
P-glycoprotein substrate - 0.8257 82.57%
CYP3A4 substrate - 0.5149 51.49%
CYP2C9 substrate - 0.8075 80.75%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.8436 84.36%
CYP2C9 inhibition - 0.8219 82.19%
CYP2C19 inhibition - 0.7980 79.80%
CYP2D6 inhibition - 0.8180 81.80%
CYP1A2 inhibition + 0.8747 87.47%
CYP2C8 inhibition - 0.6089 60.89%
CYP inhibitory promiscuity - 0.7772 77.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6218 62.18%
Eye corrosion - 0.9885 98.85%
Eye irritation + 0.5314 53.14%
Skin irritation - 0.8262 82.62%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7935 79.35%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5679 56.79%
skin sensitisation - 0.8621 86.21%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8043 80.43%
Acute Oral Toxicity (c) III 0.5428 54.28%
Estrogen receptor binding + 0.6249 62.49%
Androgen receptor binding + 0.6060 60.60%
Thyroid receptor binding + 0.7180 71.80%
Glucocorticoid receptor binding + 0.9080 90.80%
Aromatase binding + 0.7943 79.43%
PPAR gamma + 0.8083 80.83%
Honey bee toxicity - 0.9393 93.93%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity - 0.5752 57.52%

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 98.88% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.07% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.23% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.09% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.54% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.06% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.36% 86.33%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 88.08% 96.47%
CHEMBL1781 P11387 DNA topoisomerase I 87.68% 97.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.33% 95.83%
CHEMBL255 P29275 Adenosine A2b receptor 85.90% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.73% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 83.16% 94.73%
CHEMBL2535 P11166 Glucose transporter 81.64% 98.75%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.35% 85.49%

Cross-Links

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PubChem 86249531
NPASS NPC24864
LOTUS LTS0063491
wikiData Q105178998