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(1R,4R,9R)-9-[(1S,4S,7S,8S,9S)-7,8-dihydroxy-4-(hydroxymethyl)-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-4-methylsulfanyl-4-propan-2-yl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-7,10,12,14-tetraene-3,6-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 19e01c3f-e1f7-406b-a98d-8f6ad2891597
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1R,4R,9R)-9-[(1S,4S,7S,8S,9S)-7,8-dihydroxy-4-(hydroxymethyl)-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-4-methylsulfanyl-4-propan-2-yl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-7,10,12,14-tetraene-3,6-dione
SMILES (Canonical) CC(C)C1(C(=O)N2C3C(C=C2C(=O)N1C)(C4=CC=CC=C4N3)C56C(C7(C(=O)N(C(C(=O)N7C5NC8=CC=CC=C68)CO)C)O)O)SC
SMILES (Isomeric) CC(C)[C@]1(C(=O)N2[C@@H]3[C@](C=C2C(=O)N1C)(C4=CC=CC=C4N3)[C@]56[C@@H]([C@@]7(C(=O)N([C@H](C(=O)N7[C@@H]5NC8=CC=CC=C68)CO)C)O)O)SC
InChI InChI=1S/C33H36N6O7S/c1-16(2)33(47-5)29(45)38-21(23(41)37(33)4)14-30(17-10-6-8-12-19(17)34-26(30)38)31-18-11-7-9-13-20(18)35-27(31)39-24(42)22(15-40)36(3)28(44)32(39,46)25(31)43/h6-14,16,22,25-27,34-35,40,43,46H,15H2,1-5H3/t22-,25-,26+,27-,30-,31+,32-,33+/m0/s1
InChI Key NNPYEQIXQDOJPG-DTTCYAGKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H36N6O7S
Molecular Weight 660.70 g/mol
Exact Mass 660.23661868 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 0.00
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,9R)-9-[(1S,4S,7S,8S,9S)-7,8-dihydroxy-4-(hydroxymethyl)-5-methyl-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-5-methyl-4-methylsulfanyl-4-propan-2-yl-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-7,10,12,14-tetraene-3,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8528 85.28%
Caco-2 - 0.8305 83.05%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6103 61.03%
OATP2B1 inhibitior + 0.5746 57.46%
OATP1B1 inhibitior + 0.8482 84.82%
OATP1B3 inhibitior + 0.9354 93.54%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9824 98.24%
P-glycoprotein inhibitior + 0.7006 70.06%
P-glycoprotein substrate + 0.7037 70.37%
CYP3A4 substrate + 0.6812 68.12%
CYP2C9 substrate - 0.8044 80.44%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.8379 83.79%
CYP2C9 inhibition - 0.6725 67.25%
CYP2C19 inhibition - 0.7014 70.14%
CYP2D6 inhibition - 0.8745 87.45%
CYP1A2 inhibition - 0.7077 70.77%
CYP2C8 inhibition + 0.5618 56.18%
CYP inhibitory promiscuity - 0.7552 75.52%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6002 60.02%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.7617 76.17%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3718 37.18%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.6056 60.56%
skin sensitisation - 0.8322 83.22%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.9215 92.15%
Acute Oral Toxicity (c) III 0.5933 59.33%
Estrogen receptor binding + 0.7408 74.08%
Androgen receptor binding + 0.7726 77.26%
Thyroid receptor binding + 0.6309 63.09%
Glucocorticoid receptor binding + 0.6618 66.18%
Aromatase binding + 0.6011 60.11%
PPAR gamma + 0.7189 71.89%
Honey bee toxicity - 0.7659 76.59%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9374 93.74%

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 99.19% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 99.19% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.88% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.60% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.87% 95.56%
CHEMBL4208 P20618 Proteasome component C5 89.54% 90.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.33% 90.08%
CHEMBL221 P23219 Cyclooxygenase-1 86.55% 90.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.66% 89.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.44% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.53% 93.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.49% 82.69%
CHEMBL3524 P56524 Histone deacetylase 4 82.47% 92.97%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.71% 88.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.70% 93.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.48% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.54% 97.09%

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 162848011
LOTUS LTS0004498
wikiData Q105182247