PlantaeDB Logo
Login Sign-up

(20S)-20-[2-hydroxy-5-[(1S)-1-hydroxy-2-(methylamino)ethyl]phenyl]-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1,3,5,7,9,11,14,16,18-nonaen-20-ol

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 4285badc-3b27-420c-870d-d59c4c155950
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (20S)-20-[2-hydroxy-5-[(1S)-1-hydroxy-2-(methylamino)ethyl]phenyl]-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1,3,5,7,9,11,14,16,18-nonaen-20-ol
SMILES (Canonical) CNCC(C1=CC(=C(C=C1)O)C2(C3=CC=CC=C3N4C2=C5C(=C6C=CC=CC6=N5)C=C4)O)O
SMILES (Isomeric) CNC[C@H](C1=CC(=C(C=C1)O)[C@]2(C3=CC=CC=C3N4C2=C5C(=C6C=CC=CC6=N5)C=C4)O)O
InChI InChI=1S/C27H23N3O3/c1-28-15-24(32)16-10-11-23(31)20(14-16)27(33)19-7-3-5-9-22(19)30-13-12-18-17-6-2-4-8-21(17)29-25(18)26(27)30/h2-14,24,28,31-33H,15H2,1H3/t24-,27+/m1/s1
InChI Key UGMSHHBPWHIIGZ-SQHAQQRYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C27H23N3O3
Molecular Weight 437.50 g/mol
Exact Mass 437.17394160 g/mol
Topological Polar Surface Area (TPSA) 90.50 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (20S)-20-[2-hydroxy-5-[(1S)-1-hydroxy-2-(methylamino)ethyl]phenyl]-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1,3,5,7,9,11,14,16,18-nonaen-20-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9584 95.84%
Caco-2 - 0.8619 86.19%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5547 55.47%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8893 88.93%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9463 94.63%
P-glycoprotein inhibitior + 0.6692 66.92%
P-glycoprotein substrate - 0.5091 50.91%
CYP3A4 substrate + 0.6136 61.36%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate + 0.3765 37.65%
CYP3A4 inhibition - 0.8927 89.27%
CYP2C9 inhibition - 0.7723 77.23%
CYP2C19 inhibition - 0.6354 63.54%
CYP2D6 inhibition - 0.7082 70.82%
CYP1A2 inhibition - 0.6280 62.80%
CYP2C8 inhibition + 0.6157 61.57%
CYP inhibitory promiscuity + 0.5159 51.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5426 54.26%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9292 92.92%
Skin irritation - 0.7968 79.68%
Skin corrosion - 0.9266 92.66%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3878 38.78%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8538 85.38%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7536 75.36%
Acute Oral Toxicity (c) III 0.5926 59.26%
Estrogen receptor binding + 0.8154 81.54%
Androgen receptor binding + 0.7967 79.67%
Thyroid receptor binding + 0.8001 80.01%
Glucocorticoid receptor binding + 0.8526 85.26%
Aromatase binding + 0.8476 84.76%
PPAR gamma + 0.8315 83.15%
Honey bee toxicity - 0.8207 82.07%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity - 0.7755 77.55%

Targets

Top

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 99.74% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 96.51% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.32% 99.15%
CHEMBL2581 P07339 Cathepsin D 96.12% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 92.36% 83.82%
CHEMBL222 P23975 Norepinephrine transporter 90.88% 96.06%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.27% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 89.10% 90.17%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 88.84% 96.67%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.72% 95.17%
CHEMBL1951 P21397 Monoamine oxidase A 87.20% 91.49%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.15% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.75% 86.33%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 84.78% 94.67%
CHEMBL3902 P09211 Glutathione S-transferase Pi 84.38% 93.81%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.70% 95.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.21% 85.11%
CHEMBL5028 O14672 ADAM10 81.20% 97.50%
CHEMBL2535 P11166 Glucose transporter 80.37% 98.75%
CHEMBL210 P07550 Beta-2 adrenergic receptor 80.31% 96.90%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163195467
LOTUS LTS0028582
wikiData Q105272442