PlantaeDB Logo
Login Sign-up

(16S)-16-ethyl-16-hydroxy-18-oxa-1,10-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,13,15(20)-heptaene-17,21-dione

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

Top
Internal ID 99bdbbf6-a434-4dcf-842f-e8ea91470683
Taxonomy Organoheterocyclic compounds > Pyranopyridines
IUPAC Name (16S)-16-ethyl-16-hydroxy-18-oxa-1,10-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,13,15(20)-heptaene-17,21-dione
SMILES (Canonical) CCC1(C2=C(COC1=O)C(=O)N3C(=C2)CC4=NC5=CC=CC=C5C=C43)O
SMILES (Isomeric) CC[C@@]1(C2=C(COC1=O)C(=O)N3C(=C2)CC4=NC5=CC=CC=C5C=C43)O
InChI InChI=1S/C20H16N2O4/c1-2-20(25)14-8-12-9-16-17(7-11-5-3-4-6-15(11)21-16)22(12)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
InChI Key OSVOWNIXMSYPLB-FQEVSTJZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H16N2O4
Molecular Weight 348.40 g/mol
Exact Mass 348.11100700 g/mol
Topological Polar Surface Area (TPSA) 79.70 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.94
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

Top
UPCMLD-DP062
BSPBio_001544
KBioGR_000264
KBioSS_000264
CHEMBL228078
SCHEMBL13818727
UPCMLD-DP062:001
KBio2_000264
KBio2_002832
KBio2_005400
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of (16S)-16-ethyl-16-hydroxy-18-oxa-1,10-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,13,15(20)-heptaene-17,21-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9581 95.81%
Caco-2 - 0.8198 81.98%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4975 49.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9188 91.88%
OATP1B3 inhibitior + 0.9396 93.96%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5857 58.57%
P-glycoprotein inhibitior - 0.8058 80.58%
P-glycoprotein substrate - 0.8304 83.04%
CYP3A4 substrate + 0.6073 60.73%
CYP2C9 substrate - 0.8162 81.62%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.5473 54.73%
CYP2C9 inhibition - 0.8544 85.44%
CYP2C19 inhibition - 0.8916 89.16%
CYP2D6 inhibition - 0.9189 91.89%
CYP1A2 inhibition + 0.7118 71.18%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.6504 65.04%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5094 50.94%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9686 96.86%
Skin irritation - 0.8234 82.34%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis + 0.5946 59.46%
Human Ether-a-go-go-Related Gene inhibition - 0.6275 62.75%
Micronuclear + 0.8659 86.59%
Hepatotoxicity + 0.7625 76.25%
skin sensitisation - 0.8828 88.28%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6644 66.44%
Acute Oral Toxicity (c) II 0.5402 54.02%
Estrogen receptor binding + 0.9336 93.36%
Androgen receptor binding + 0.7390 73.90%
Thyroid receptor binding + 0.5686 56.86%
Glucocorticoid receptor binding + 0.8619 86.19%
Aromatase binding + 0.6511 65.11%
PPAR gamma + 0.6680 66.80%
Honey bee toxicity - 0.9186 91.86%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.8245 82.45%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 3162.3 nM
 Potency
 via CMAUP
CHEMBL3577 P00352 Aldehyde dehydrogenase 1A1 3548.1 nM
14125.4 nM
 Potency
Potency
 via CMAUP
via CMAUP
CHEMBL2524 P06280 Alpha-galactosidase A 39810.7 nM
35481.3 nM
 Potency
Potency
 via CMAUP
via CMAUP
CHEMBL2608 P10253 Lysosomal alpha-glucosidase 17782.8 nM
28183.8 nM
 Potency
Potency
 via CMAUP
via CMAUP
CHEMBL1293232 Q16637 Survival motor neuron protein 14.1 nM
14.1 nM
 Potency
Potency
 via Super-PRED
via CMAUP
CHEMBL1947 P10828 Thyroid hormone receptor beta-1 0.01259 nM
0.01259 nM
 Potency
Potency
 via Super-PRED
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.99% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.67% 96.09%
CHEMBL1781 P11387 DNA topoisomerase I 94.33% 97.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.21% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.35% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.85% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.09% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.64% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.03% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.50% 99.23%
CHEMBL4208 P20618 Proteasome component C5 84.85% 90.00%
CHEMBL2535 P11166 Glucose transporter 81.23% 98.75%

Plants that contains it

Top
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.
Camptotheca acuminata

Cross-Links

Top
PubChem 6610322
NPASS NPC61435
ChEMBL CHEMBL228078