PlantaeDB Logo
Login Sign-up

Duocarmycin a

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 323504e8-95e6-4db0-a06c-961a4562eb44
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 (1R,4R,12S)-4-methyl-3,7-dioxo-10-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),8-diene-4-carboxylate
SMILES (Canonical) CC1(C(=O)C2=C(N1)C(=O)C=C3C24CC4CN3C(=O)C5=CC6=CC(=C(C(=C6N5)OC)OC)OC)C(=O)OC
SMILES (Isomeric) C[C@@]1(C(=O)C2=C(N1)C(=O)C=C3[C@@]24C[C@@H]4CN3C(=O)C5=CC6=CC(=C(C(=C6N5)OC)OC)OC)C(=O)OC
InChI InChI=1S/C26H25N3O8/c1-25(24(33)37-5)22(31)17-19(28-25)14(30)8-16-26(17)9-12(26)10-29(16)23(32)13-6-11-7-15(34-2)20(35-3)21(36-4)18(11)27-13/h6-8,12,27-28H,9-10H2,1-5H3/t12-,25-,26+/m1/s1
InChI Key AZVARJHZBXHUSO-DZQVEHCYSA-N
Popularity 147 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H25N3O8
Molecular Weight 507.50 g/mol
Exact Mass 507.16416476 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.48
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
118292-34-5
PJV9990868
methyl (1R,4R,12S)-4-methyl-3,7-dioxo-10-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),8-diene-4-carboxylate
Deuocarmycin A
DC88-A
UNII-PJV9990868
DUMA
(+)-DUOCARMYCIN A
CHEMBL161989
DC-88A
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Duocarmycin a

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8811 88.11%
Caco-2 - 0.7571 75.71%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7989 79.89%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8847 88.47%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9719 97.19%
P-glycoprotein inhibitior + 0.7874 78.74%
P-glycoprotein substrate + 0.6931 69.31%
CYP3A4 substrate + 0.6719 67.19%
CYP2C9 substrate - 0.8056 80.56%
CYP2D6 substrate - 0.8434 84.34%
CYP3A4 inhibition - 0.5956 59.56%
CYP2C9 inhibition - 0.5790 57.90%
CYP2C19 inhibition - 0.6077 60.77%
CYP2D6 inhibition - 0.8580 85.80%
CYP1A2 inhibition - 0.5519 55.19%
CYP2C8 inhibition + 0.5864 58.64%
CYP inhibitory promiscuity + 0.7360 73.60%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.4474 44.74%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9488 94.88%
Skin irritation - 0.7882 78.82%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7018 70.18%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8727 87.27%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8523 85.23%
Acute Oral Toxicity (c) III 0.5553 55.53%
Estrogen receptor binding + 0.7449 74.49%
Androgen receptor binding + 0.6962 69.62%
Thyroid receptor binding + 0.6195 61.95%
Glucocorticoid receptor binding + 0.5945 59.45%
Aromatase binding + 0.5997 59.97%
PPAR gamma + 0.6995 69.95%
Honey bee toxicity - 0.8382 83.82%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9804 98.04%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.62% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.36% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.11% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.50% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.77% 94.45%
CHEMBL230 P35354 Cyclooxygenase-2 95.27% 89.63%
CHEMBL4302 P08183 P-glycoprotein 1 92.28% 92.98%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.29% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.12% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.10% 98.95%
CHEMBL2535 P11166 Glucose transporter 90.64% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 89.40% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.40% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.11% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.75% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 87.04% 98.59%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.76% 93.04%
CHEMBL4208 P20618 Proteasome component C5 84.49% 90.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.10% 82.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.71% 91.03%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.69% 93.03%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.67% 93.40%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.17% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.64% 82.69%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.59% 95.56%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.49% 98.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.26% 93.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.39% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.34% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.33% 94.00%

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 11762918
LOTUS LTS0169553
wikiData Q27286591