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N-Desmethyl Vinblastine

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 b47ea1ac-9001-4e36-b2f3-4a72e6630aee
Taxonomy Alkaloids and derivatives > Vinca alkaloids
IUPAC Name methyl (1S,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
SMILES (Canonical) CCC1(CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O
SMILES (Isomeric) CC[C@@]1(C[C@H]2C[C@@](C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)[C@]78CCN9[C@H]7[C@@](C=CC9)([C@H]([C@@]([C@@H]8N6)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)O
InChI InChI=1S/C45H56N4O9/c1-7-41(53)22-27-23-44(39(51)56-5,35-29(14-18-48(24-27)25-41)28-12-9-10-13-32(28)46-35)31-20-30-33(21-34(31)55-4)47-36-43(30)16-19-49-17-11-15-42(8-2,37(43)49)38(58-26(3)50)45(36,54)40(52)57-6/h9-13,15,20-21,27,36-38,46-47,53-54H,7-8,14,16-19,22-25H2,1-6H3/t27-,36+,37-,38+,41-,42+,43-,44-,45-/m0/s1
InChI Key OBEIXXHHUOSBLA-UQUCNHJPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H56N4O9
Molecular Weight 796.90 g/mol
Exact Mass 796.40472938 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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18172-50-4
N-Deformylvincristine
Vincaleukoblastine, 1-demethyl-
N-Demethylvinblastine
N-Deformylleurocristine
N-Demethylvincaleukoblastine
1-Demethylvincaleukoblastine
ER7ATN96R8
methyl (1S,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
BRN 4227361
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of N-Desmethyl Vinblastine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9019 90.19%
Caco-2 - 0.7325 73.25%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7213 72.13%
OATP2B1 inhibitior - 0.8042 80.42%
OATP1B1 inhibitior + 0.8477 84.77%
OATP1B3 inhibitior + 0.9049 90.49%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8214 82.14%
P-glycoprotein substrate + 0.9169 91.69%
CYP3A4 substrate + 0.7875 78.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7604 76.04%
CYP3A4 inhibition - 0.8591 85.91%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.9141 91.41%
CYP2D6 inhibition - 0.8973 89.73%
CYP1A2 inhibition - 0.8827 88.27%
CYP2C8 inhibition + 0.5266 52.66%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5329 53.29%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9369 93.69%
Skin irritation - 0.7837 78.37%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7136 71.36%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8724 87.24%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6402 64.02%
Acute Oral Toxicity (c) III 0.6548 65.48%
Estrogen receptor binding + 0.8893 88.93%
Androgen receptor binding + 0.8158 81.58%
Thyroid receptor binding + 0.7857 78.57%
Glucocorticoid receptor binding + 0.8850 88.50%
Aromatase binding - 0.5382 53.82%
PPAR gamma + 0.8454 84.54%
Honey bee toxicity - 0.7208 72.08%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5404 54.04%
Fish aquatic toxicity + 0.9570 95.70%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.58% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.35% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.16% 85.14%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.56% 91.79%
CHEMBL2535 P11166 Glucose transporter 94.21% 98.75%
CHEMBL1914 P06276 Butyrylcholinesterase 93.92% 95.00%
CHEMBL4302 P08183 P-glycoprotein 1 93.57% 92.98%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.24% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.08% 98.95%
CHEMBL5747 Q92793 CREB-binding protein 91.78% 95.12%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.17% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.78% 89.00%
CHEMBL205 P00918 Carbonic anhydrase II 88.71% 98.44%
CHEMBL5028 O14672 ADAM10 88.13% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.01% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 86.80% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.08% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.14% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.64% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.21% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.46% 97.50%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.26% 90.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.43% 89.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.32% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.68% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.27% 99.23%

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.
Catharanthus roseus

Cross-Links

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PubChem 56841098
LOTUS LTS0002610
wikiData Q105188974