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(1S,2S,3R,11R,14R)-2-hydroxy-14-(hydroxymethyl)-3-(1H-indol-3-yl)-19-methyl-15,16,17-trithia-10,12,19-triazapentacyclo[12.3.2.01,12.03,11.04,9]nonadeca-4,6,8-triene-13,18-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

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Internal ID 898ca16e-11f8-45b3-bbe6-d97a7958849e
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1S,2S,3R,11R,14R)-2-hydroxy-14-(hydroxymethyl)-3-(1H-indol-3-yl)-19-methyl-15,16,17-trithia-10,12,19-triazapentacyclo[12.3.2.01,12.03,11.04,9]nonadeca-4,6,8-triene-13,18-dione
SMILES (Canonical) CN1C(=O)C23C(C4(C(N2C(=O)C1(SSS3)CO)NC5=CC=CC=C54)C6=CNC7=CC=CC=C76)O
SMILES (Isomeric) CN1C(=O)[C@@]23[C@H]([C@]4([C@@H](N2C(=O)[C@]1(SSS3)CO)NC5=CC=CC=C54)C6=CNC7=CC=CC=C76)O
InChI InChI=1S/C23H20N4O4S3/c1-26-20(31)23-17(29)22(14-10-24-15-8-4-2-6-12(14)15)13-7-3-5-9-16(13)25-18(22)27(23)19(30)21(26,11-28)32-34-33-23/h2-10,17-18,24-25,28-29H,11H2,1H3/t17-,18+,21+,22+,23-/m0/s1
InChI Key LNPYPYPXOCKQQO-HMKLVTIHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C23H20N4O4S3
Molecular Weight 512.60 g/mol
Exact Mass 512.06466865 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,3R,11R,14R)-2-hydroxy-14-(hydroxymethyl)-3-(1H-indol-3-yl)-19-methyl-15,16,17-trithia-10,12,19-triazapentacyclo[12.3.2.01,12.03,11.04,9]nonadeca-4,6,8-triene-13,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8874 88.74%
Caco-2 - 0.7792 77.92%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.5219 52.19%
OATP2B1 inhibitior - 0.8526 85.26%
OATP1B1 inhibitior + 0.8452 84.52%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8716 87.16%
P-glycoprotein inhibitior + 0.6013 60.13%
P-glycoprotein substrate + 0.6051 60.51%
CYP3A4 substrate + 0.7096 70.96%
CYP2C9 substrate - 0.7976 79.76%
CYP2D6 substrate - 0.8157 81.57%
CYP3A4 inhibition - 0.7982 79.82%
CYP2C9 inhibition - 0.5584 55.84%
CYP2C19 inhibition - 0.6826 68.26%
CYP2D6 inhibition - 0.8539 85.39%
CYP1A2 inhibition - 0.7328 73.28%
CYP2C8 inhibition - 0.6593 65.93%
CYP inhibitory promiscuity - 0.7615 76.15%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.6422 64.22%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9700 97.00%
Skin irritation - 0.7685 76.85%
Skin corrosion - 0.9229 92.29%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7048 70.48%
Micronuclear + 0.9300 93.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8384 83.84%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5578 55.78%
Acute Oral Toxicity (c) III 0.5048 50.48%
Estrogen receptor binding + 0.7298 72.98%
Androgen receptor binding + 0.7598 75.98%
Thyroid receptor binding + 0.6403 64.03%
Glucocorticoid receptor binding + 0.6063 60.63%
Aromatase binding + 0.6349 63.49%
PPAR gamma + 0.7827 78.27%
Honey bee toxicity - 0.7831 78.31%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8132 81.32%

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
CHEMBL2581 P07339 Cathepsin D 98.20% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 98.14% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.36% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.44% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 94.11% 98.59%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.67% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 93.53% 94.75%
CHEMBL3524 P56524 Histone deacetylase 4 91.99% 92.97%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.76% 88.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.54% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.48% 94.62%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.68% 90.08%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 86.20% 85.49%
CHEMBL4208 P20618 Proteasome component C5 86.02% 90.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.50% 97.64%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.24% 89.44%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.64% 94.00%
CHEMBL228 P31645 Serotonin transporter 82.98% 95.51%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.56% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.64% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 44559599
LOTUS LTS0168420
wikiData Q105154430