Rel-Neamphamide

Details

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Internal ID 8ca6a9b7-5241-4e26-a7aa-b4c358eafc6c
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 4-[[(2R,3R,4S)-4-[[(2S)-4-amino-2-[[(2R,3R,4R)-3-hydroxy-2,4,6-trimethyloctanoyl]amino]-4-oxobutanoyl]amino]-7-(diaminomethylideneamino)-2,3-dihydroxyheptanoyl]amino]-N'-[(3R,6S,9S,12R,15R,18R,19R,22S)-6-(3-amino-3-oxopropyl)-12-[3-(diaminomethylideneamino)propyl]-15-[(1S)-1-hydroxyethyl]-3-[(R)-(4-hydroxyphenyl)-methoxymethyl]-7,19-dimethyl-9-(2-methylpropyl)-2,5,8,11,14,17,21-heptaoxo-20-oxa-1,4,7,10,13,16-hexazabicyclo[20.4.0]hexacosan-18-yl]-2,3-dimethylpentanediamide
SMILES (Canonical) CCC(C)CC(C)C(C(C)C(=O)NC(CC(=O)N)C(=O)NC(CCCN=C(N)N)C(C(C(=O)NC(C(C)C(C)C(=O)N)C(=O)NC1C(OC(=O)C2CCCCN2C(=O)C(NC(=O)C(N(C(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)O)CCCN=C(N)N)CC(C)C)C)CCC(=O)N)C(C3=CC=C(C=C3)O)OC)C)O)O)O
SMILES (Isomeric) CCC(C)C[C@@H](C)[C@H]([C@@H](C)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCCN=C(N)N)[C@H]([C@H](C(=O)NC(C(C)C(C)C(=O)N)C(=O)N[C@@H]1[C@H](OC(=O)[C@@H]2CCCCN2C(=O)[C@H](NC(=O)[C@@H](N(C(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC1=O)[C@H](C)O)CCCN=C(N)N)CC(C)C)C)CCC(=O)N)[C@@H](C3=CC=C(C=C3)O)OC)C)O)O)O
InChI InChI=1S/C72H121N19O21/c1-13-34(4)31-35(5)55(96)38(8)60(100)84-45(32-50(74)95)62(102)82-43(18-16-27-80-71(76)77)56(97)57(98)67(107)86-51(36(6)37(7)59(75)99)64(104)88-53-40(10)112-70(110)48-20-14-15-29-91(48)69(109)54(58(111-12)41-21-23-42(93)24-22-41)89-63(103)47(25-26-49(73)94)90(11)68(108)46(30-33(2)3)85-61(101)44(19-17-28-81-72(78)79)83-65(105)52(39(9)92)87-66(53)106/h21-24,33-40,43-48,51-58,92-93,96-98H,13-20,25-32H2,1-12H3,(H2,73,94)(H2,74,95)(H2,75,99)(H,82,102)(H,83,105)(H,84,100)(H,85,101)(H,86,107)(H,87,106)(H,88,104)(H,89,103)(H4,76,77,80)(H4,78,79,81)/t34?,35-,36?,37?,38-,39+,40-,43+,44-,45+,46+,47+,48+,51?,52-,53-,54-,55-,56-,57-,58-/m1/s1
InChI Key NEHMZKRNSNLPQP-OYQWULOHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C72H121N19O21
Molecular Weight 1588.80 g/mol
Exact Mass 1587.89844194 g/mol
Topological Polar Surface Area (TPSA) 668.00 Ų
XlogP -3.40
Atomic LogP (AlogP) -5.66
H-Bond Acceptor 23
H-Bond Donor 20
Rotatable Bonds 37

Synonyms

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CHEMBL2208227

2D Structure

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2D Structure of Rel-Neamphamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6520 65.20%
Caco-2 - 0.8605 86.05%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4745 47.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7992 79.92%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9531 95.31%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8884 88.84%
CYP3A4 substrate + 0.7595 75.95%
CYP2C9 substrate - 0.6128 61.28%
CYP2D6 substrate - 0.8120 81.20%
CYP3A4 inhibition - 0.9127 91.27%
CYP2C9 inhibition - 0.8084 80.84%
CYP2C19 inhibition - 0.8151 81.51%
CYP2D6 inhibition - 0.8697 86.97%
CYP1A2 inhibition - 0.8782 87.82%
CYP2C8 inhibition + 0.8482 84.82%
CYP inhibitory promiscuity - 0.9879 98.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6134 61.34%
Eye corrosion - 0.9839 98.39%
Eye irritation - 0.8954 89.54%
Skin irritation - 0.7636 76.36%
Skin corrosion - 0.9234 92.34%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7167 71.67%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5169 51.69%
skin sensitisation - 0.8465 84.65%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7054 70.54%
Acute Oral Toxicity (c) III 0.5604 56.04%
Estrogen receptor binding - 0.5255 52.55%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.7861 78.61%
Glucocorticoid receptor binding + 0.8387 83.87%
Aromatase binding + 0.8139 81.39%
PPAR gamma + 0.7941 79.41%
Honey bee toxicity - 0.6244 62.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8640 86.40%

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
CHEMBL2581 P07339 Cathepsin D 99.94% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.85% 96.09%
CHEMBL3837 P07711 Cathepsin L 99.79% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.37% 91.11%
CHEMBL2094135 Q96BI3 Gamma-secretase 97.15% 98.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.78% 97.09%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 96.35% 96.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.06% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.83% 93.56%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 94.51% 96.25%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 94.49% 88.42%
CHEMBL4588 P22894 Matrix metalloproteinase 8 94.30% 94.66%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.27% 90.71%
CHEMBL255 P29275 Adenosine A2b receptor 94.24% 98.59%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.40% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 92.73% 95.93%
CHEMBL206 P03372 Estrogen receptor alpha 92.42% 97.64%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 92.41% 91.81%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 91.97% 97.64%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.57% 100.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 91.42% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.27% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.87% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.77% 94.45%
CHEMBL2514 O95665 Neurotensin receptor 2 90.32% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.24% 95.89%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 89.70% 98.33%
CHEMBL333 P08253 Matrix metalloproteinase-2 89.51% 96.31%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.54% 92.88%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.42% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.39% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.29% 85.14%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.27% 82.38%
CHEMBL236 P41143 Delta opioid receptor 88.17% 99.35%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.08% 97.31%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.43% 93.03%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 86.97% 90.93%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.35% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.75% 97.14%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 85.43% 96.11%
CHEMBL340 P08684 Cytochrome P450 3A4 85.11% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.04% 86.33%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.69% 94.78%
CHEMBL2535 P11166 Glucose transporter 84.63% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.41% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 84.39% 98.35%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.34% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.23% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 83.61% 95.38%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.57% 85.83%
CHEMBL4198 P98170 Inhibitor of apoptosis protein 3 83.34% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.65% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.53% 100.00%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 82.29% 83.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.11% 95.50%
CHEMBL4072 P07858 Cathepsin B 82.00% 93.67%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 80.80% 90.95%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 80.16% 98.00%
CHEMBL332 P03956 Matrix metalloproteinase-1 80.03% 94.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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Cross-Links

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PubChem 71461527
LOTUS LTS0104066
wikiData Q105177929