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Duocarmycin B2

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 cff5bdd0-3f22-45f6-b1f8-e1f36b230ab5
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
IUPAC Name methyl (2R,8S)-8-(bromomethyl)-4-hydroxy-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H26BrN3O8/c1-26(25(34)38-5)23(32)18-17-12(9-27)10-30(14(17)8-15(31)20(18)29-26)24(33)13-6-11-7-16(35-2)21(36-3)22(37-4)19(11)28-13/h6-8,12,28-29,31H,9-10H2,1-5H3/t12-,26-/m1/s1
InChI Key UQPQXFUURNIVNJ-MZHQLVBMSA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26BrN3O8
Molecular Weight 588.40 g/mol
Exact Mass 587.09033 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.58
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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124325-94-6
methyl (2R,8S)-8-(bromomethyl)-4-hydroxy-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carboxylate
Benzo1,2-b:4,3-bdipyrrole-2-carboxylic acid, 8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methy
NJF66RR6DY
CHEMBL20070
DC89B2
SCHEMBL23567939
DC-89B2
DTXSID10924783
Benzo[1,2-b:4,3-b']dipyrrole-2-carboxylic acid, 8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methyl-1-oxo-6-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-, methyl ester, (2R,8S)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Duocarmycin B2

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5758 57.58%
Caco-2 - 0.8042 80.42%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.4528 45.28%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8625 86.25%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9044 90.44%
BSEP inhibitior + 0.8656 86.56%
P-glycoprotein inhibitior + 0.6940 69.40%
P-glycoprotein substrate + 0.6358 63.58%
CYP3A4 substrate + 0.6692 66.92%
CYP2C9 substrate - 0.5844 58.44%
CYP2D6 substrate - 0.8212 82.12%
CYP3A4 inhibition - 0.5124 51.24%
CYP2C9 inhibition + 0.5430 54.30%
CYP2C19 inhibition + 0.5583 55.83%
CYP2D6 inhibition - 0.8522 85.22%
CYP1A2 inhibition - 0.6671 66.71%
CYP2C8 inhibition + 0.6794 67.94%
CYP inhibitory promiscuity + 0.7503 75.03%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8510 85.10%
Carcinogenicity (trinary) Non-required 0.4919 49.19%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9416 94.16%
Skin irritation - 0.8082 80.82%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4616 46.16%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5642 56.42%
skin sensitisation - 0.8981 89.81%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8011 80.11%
Acute Oral Toxicity (c) III 0.6482 64.82%
Estrogen receptor binding + 0.7105 71.05%
Androgen receptor binding + 0.7134 71.34%
Thyroid receptor binding + 0.5751 57.51%
Glucocorticoid receptor binding + 0.5403 54.03%
Aromatase binding + 0.5936 59.36%
PPAR gamma + 0.6077 60.77%
Honey bee toxicity - 0.7714 77.14%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9154 91.54%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.50% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.02% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.43% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.56% 98.95%
CHEMBL230 P35354 Cyclooxygenase-2 94.32% 89.63%
CHEMBL261 P00915 Carbonic anhydrase I 93.90% 96.76%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.77% 85.14%
CHEMBL4302 P08183 P-glycoprotein 1 93.56% 92.98%
CHEMBL2535 P11166 Glucose transporter 92.66% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.66% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 92.62% 93.03%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.44% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.56% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.54% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.19% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.25% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.89% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 86.95% 98.59%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.78% 82.38%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.74% 93.40%
CHEMBL1937 Q92769 Histone deacetylase 2 86.45% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.13% 82.69%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.18% 91.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.63% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.83% 89.62%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.27% 98.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.61% 93.99%

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 147808
LOTUS LTS0212591
wikiData Q77281318