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Brevianamide E

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 1f26edf0-118a-4c3f-b064-cd04fdb67c2b
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1S,4S,10S,12R)-12-hydroxy-1-(2-methylbut-3-en-2-yl)-2,8,19-triazapentacyclo[10.7.0.02,10.04,8.013,18]nonadeca-13,15,17-triene-3,9-dione
SMILES (Canonical) CC(C)(C=C)C12C(CC3N1C(=O)C4CCCN4C3=O)(C5=CC=CC=C5N2)O
SMILES (Isomeric) CC(C)(C=C)[C@@]12[C@@](C[C@@H]3N1C(=O)[C@@H]4CCCN4C3=O)(C5=CC=CC=C5N2)O
InChI InChI=1S/C21H25N3O3/c1-4-19(2,3)21-20(27,13-8-5-6-9-14(13)22-21)12-16-17(25)23-11-7-10-15(23)18(26)24(16)21/h4-6,8-9,15-16,22,27H,1,7,10-12H2,2-3H3/t15-,16-,20+,21-/m0/s1
InChI Key YAQYEBABECUWBT-AFMUBRCDSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25N3O3
Molecular Weight 367.40 g/mol
Exact Mass 367.18959167 g/mol
Topological Polar Surface Area (TPSA) 72.90 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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23454-27-5
CKM5RSM01T
UNII-CKM5RSM01T
DTXSID60946112
(5AS,6AR,11AS,13AS)-11A-(1,1-DIMETHYL-2-PROPEN-1-YL)-2,3,6,6A,11,11A-HEXAHYDRO-6A-HYDROXY-1H-PYRROLO(1'',2'':4',5')PYRAZINO(1',2':1,5)PYRROLO(2,3-B)INDOLE-5,13(5AH,13AH)-DIONE
1H-PYRROLO(1'',2'':4',5')PYRAZINO(1',2':1,5)PYRROLO(2,3-B)INDOLE-5,13(5AH,13AH)-DIONE, 11A-(1,1-DIMETHYL-2-PROPEN-1-YL)-2,3,6,6A,11,11A-HEXAHYDRO-6A-HYDROXY-, (5AS,6AR,11AS,13AS)-
1H-PYRROLO(1'',2'':4',5')PYRAZINO(1',2':1,5)PYRROLO(2,3-B)INDOLE-5,13(5AH,13AH)-DIONE, 11A-(1,1-DIMETHYL-2-PROPENYL)-2,3,6,6A,11,11A-HEXAHYDRO-6A-HYDROXY-, (5AS-(5A.ALPHA.,6A.BETA.,11A.BETA.,13A.ALPHA.))-
1H-Pyrrolo(1'',2'':4',5')pyrazino(1',2':1,5)pyrrolo(2,3-b)indole-5,13(5aH,13aH)-dione, 11a-(1,1-dimethyl-2-propenyl)-2,3,6,6a,11,11a-hexahydro-6a-hydroxy-, (5aS-(5aalpha,6abeta,11abeta,13aalpha))-
6a-Hydroxy-11a-(2-methylbut-3-en-2-yl)-2,3,6,6a,11,11a-hexahydro-1H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-5,13(5aH,13aH)-dione

2D Structure

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2D Structure of Brevianamide E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9463 94.63%
Caco-2 + 0.5698 56.98%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8077 80.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8775 87.75%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4744 47.44%
P-glycoprotein inhibitior - 0.6357 63.57%
P-glycoprotein substrate - 0.6384 63.84%
CYP3A4 substrate + 0.6425 64.25%
CYP2C9 substrate - 0.8095 80.95%
CYP2D6 substrate - 0.8385 83.85%
CYP3A4 inhibition - 0.8746 87.46%
CYP2C9 inhibition - 0.6506 65.06%
CYP2C19 inhibition - 0.6646 66.46%
CYP2D6 inhibition - 0.7938 79.38%
CYP1A2 inhibition - 0.8418 84.18%
CYP2C8 inhibition - 0.7036 70.36%
CYP inhibitory promiscuity - 0.8569 85.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9855 98.55%
Skin irritation - 0.7858 78.58%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.7970 79.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5579 55.79%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5584 55.84%
skin sensitisation - 0.8475 84.75%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.4503 45.03%
Acute Oral Toxicity (c) III 0.5688 56.88%
Estrogen receptor binding + 0.5285 52.85%
Androgen receptor binding + 0.7373 73.73%
Thyroid receptor binding - 0.5249 52.49%
Glucocorticoid receptor binding - 0.4640 46.40%
Aromatase binding + 0.5576 55.76%
PPAR gamma + 0.6590 65.90%
Honey bee toxicity - 0.8810 88.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.8789 87.89%

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
CHEMBL1902 P62942 FK506-binding protein 1A 97.62% 97.05%
CHEMBL2581 P07339 Cathepsin D 96.78% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.61% 95.56%
CHEMBL3524 P56524 Histone deacetylase 4 95.48% 92.97%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.28% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.64% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.15% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.03% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.61% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.33% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.14% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.33% 86.33%
CHEMBL4208 P20618 Proteasome component C5 87.11% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.40% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.08% 99.23%
CHEMBL238 Q01959 Dopamine transporter 83.78% 95.88%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.73% 82.38%
CHEMBL217 P14416 Dopamine D2 receptor 80.67% 95.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.38% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.27% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.03% 93.00%

Plants that contains it

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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

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PubChem 185537
LOTUS LTS0002608
wikiData Q82923609