PlantaeDB Logo
Login Sign-up

Berninamycin B

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 4b2b9dbf-0002-4412-91fa-362a861e30d7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name (14S,17Z,27S)-N-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-17-ethylidene-14-[(1R)-1-hydroxyethyl]-20,33-dimethyl-24,30,37,40-tetramethylidene-12,15,22,25,28,35,38-heptaoxo-27-propan-2-yl-19,32,42-trioxa-9-thia-3,13,16,23,26,29,36,39,44,45,46,47-dodecazahexacyclo[39.2.1.18,11.118,21.131,34.02,7]heptatetraconta-1(43),2(7),3,5,8(47),10,18(46),20,31(45),33,41(44)-undecaene-4-carboxamide
SMILES (Canonical) CC=C1C2=NC(=C(O2)C)C(=O)NC(=C)C(=O)NC(C(=O)NC(=C)C3=NC(=C(O3)C)C(=O)NC(=C)C(=O)NC(=C)C4=NC(=CO4)C5=C(C=CC(=N5)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C6=NC(=CS6)C(=O)NC(C(=O)N1)C(C)O)C(C)C
SMILES (Isomeric) C/C=C\1/C2=NC(=C(O2)C)C(=O)NC(=C)C(=O)N[C@H](C(=O)NC(=C)C3=NC(=C(O3)C)C(=O)NC(=C)C(=O)NC(=C)C4=NC(=CO4)C5=C(C=CC(=N5)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C6=NC(=CS6)C(=O)N[C@H](C(=O)N1)[C@@H](C)O)C(C)C
InChI InChI=1S/C51H51N15O14S/c1-13-29-50-66-36(27(12)80-50)47(77)56-22(7)41(71)63-33(18(2)3)44(74)58-24(9)49-65-35(26(11)79-49)46(76)55-21(6)40(70)57-23(8)48-61-31(16-78-48)37-28(51-62-32(17-81-51)43(73)64-34(25(10)67)45(75)60-29)14-15-30(59-37)42(72)54-20(5)39(69)53-19(4)38(52)68/h13-18,25,33-34,67H,4-9H2,1-3,10-12H3,(H2,52,68)(H,53,69)(H,54,72)(H,55,76)(H,56,77)(H,57,70)(H,58,74)(H,60,75)(H,63,71)(H,64,73)/b29-13-/t25-,33+,34+/m1/s1
InChI Key VFTYJPKNFPTPRA-KFSKHFNISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C51H51N15O14S
Molecular Weight 1130.10 g/mol
Exact Mass 1129.34606253 g/mol
Topological Polar Surface Area (TPSA) 457.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 0.98
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 7

Synonyms

Top
2ZN3U679LS
UNII-2ZN3U679LS
58798-98-4
ALANINAMIDE, L-THREONYL-2-((1Z)-1-AMINO-1-PROPEN-1-YL)-5-METHYL-4-OXAZOLECARBONYL-2,3-DIDEHYDROALANYL-L-VALYL-2-(1-AMINOETHENYL)-5-METHYL-4-OXAZOLECARBONYL-2,3-DIDEHYDROALANYL-6-(2-(1-AMINOETHENYL)-4-OXAZOLYL)-5-(4-CARBOXY-2-THIAZOLYL)-2-PYRIDINECARBONYL-2,3-DIDEHYDROALANYL-2,3-DIDEHYDRO-, (7->1)-LACTAM

2D Structure

Top
2D Structure of Berninamycin B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7770 77.70%
Caco-2 - 0.8565 85.65%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5349 53.49%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.8269 82.69%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9555 95.55%
P-glycoprotein inhibitior + 0.7432 74.32%
P-glycoprotein substrate + 0.8166 81.66%
CYP3A4 substrate + 0.7259 72.59%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8744 87.44%
CYP3A4 inhibition - 0.8275 82.75%
CYP2C9 inhibition - 0.7229 72.29%
CYP2C19 inhibition - 0.6552 65.52%
CYP2D6 inhibition - 0.9114 91.14%
CYP1A2 inhibition - 0.6363 63.63%
CYP2C8 inhibition + 0.7970 79.70%
CYP inhibitory promiscuity - 0.8486 84.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8725 87.25%
Carcinogenicity (trinary) Non-required 0.6059 60.59%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.7823 78.23%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6441 64.41%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.5841 58.41%
skin sensitisation - 0.8478 84.78%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6587 65.87%
Acute Oral Toxicity (c) III 0.5813 58.13%
Estrogen receptor binding + 0.6772 67.72%
Androgen receptor binding + 0.7700 77.00%
Thyroid receptor binding + 0.6958 69.58%
Glucocorticoid receptor binding + 0.6858 68.58%
Aromatase binding + 0.7558 75.58%
PPAR gamma + 0.7430 74.30%
Honey bee toxicity - 0.6404 64.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8873 88.73%

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 97.90% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.59% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 97.49% 93.03%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 94.92% 95.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.77% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.46% 99.23%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.20% 89.34%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 91.87% 88.42%
CHEMBL2243 O00519 Anandamide amidohydrolase 91.72% 97.53%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.24% 96.21%
CHEMBL2581 P07339 Cathepsin D 91.13% 98.95%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 90.61% 83.10%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 90.49% 87.67%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.75% 91.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.07% 96.09%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.03% 95.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.06% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.01% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 86.90% 94.73%
CHEMBL3384 Q16512 Protein kinase N1 86.37% 80.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.03% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.57% 91.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.81% 96.47%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.68% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.34% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.07% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.30% 96.90%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.17% 92.29%
CHEMBL4530 P00488 Coagulation factor XIII 80.93% 96.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.80% 96.67%
CHEMBL221 P23219 Cyclooxygenase-1 80.44% 90.17%

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 101099910
LOTUS LTS0063037
wikiData Q105285597