Cryptophycin-18

Details

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Internal ID cbced5aa-d924-4da7-a33b-cd56f3ac535e
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (3S,6R,10R,13E,16S)-3-[(2S)-butan-2-yl]-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-16-[(E,2R)-4-phenylbut-3-en-2-yl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone
SMILES (Canonical) CCC(C)C1C(=O)OC(CC=CC(=O)NC(C(=O)NCC(C(=O)O1)C)CC2=CC(=C(C=C2)OC)Cl)C(C)C=CC3=CC=CC=C3
SMILES (Isomeric) CC[C@H](C)[C@H]1C(=O)O[C@@H](C/C=C/C(=O)N[C@@H](C(=O)NC[C@H](C(=O)O1)C)CC2=CC(=C(C=C2)OC)Cl)[C@H](C)/C=C/C3=CC=CC=C3
InChI InChI=1S/C35H43ClN2O7/c1-6-22(2)32-35(42)44-29(23(3)15-16-25-11-8-7-9-12-25)13-10-14-31(39)38-28(33(40)37-21-24(4)34(41)45-32)20-26-17-18-30(43-5)27(36)19-26/h7-12,14-19,22-24,28-29,32H,6,13,20-21H2,1-5H3,(H,37,40)(H,38,39)/b14-10+,16-15+/t22-,23+,24+,28+,29-,32-/m0/s1
InChI Key CCZRCVCMUDRTLT-JLDLTTNLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H43ClN2O7
Molecular Weight 639.20 g/mol
Exact Mass 638.2758794 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 5.31
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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DTXSID001046811

2D Structure

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2D Structure of Cryptophycin-18

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9492 94.92%
Caco-2 - 0.7938 79.38%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5414 54.14%
OATP2B1 inhibitior + 0.5843 58.43%
OATP1B1 inhibitior + 0.8278 82.78%
OATP1B3 inhibitior + 0.9269 92.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9876 98.76%
P-glycoprotein inhibitior + 0.9296 92.96%
P-glycoprotein substrate + 0.7343 73.43%
CYP3A4 substrate + 0.7138 71.38%
CYP2C9 substrate - 0.6133 61.33%
CYP2D6 substrate - 0.8826 88.26%
CYP3A4 inhibition + 0.6719 67.19%
CYP2C9 inhibition - 0.7708 77.08%
CYP2C19 inhibition - 0.6092 60.92%
CYP2D6 inhibition - 0.8522 85.22%
CYP1A2 inhibition - 0.7869 78.69%
CYP2C8 inhibition + 0.8053 80.53%
CYP inhibitory promiscuity - 0.6777 67.77%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6638 66.38%
Carcinogenicity (trinary) Non-required 0.5292 52.92%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9440 94.40%
Skin irritation - 0.7734 77.34%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9418 94.18%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5301 53.01%
skin sensitisation - 0.8601 86.01%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4719 47.19%
Acute Oral Toxicity (c) III 0.6298 62.98%
Estrogen receptor binding + 0.7547 75.47%
Androgen receptor binding + 0.7755 77.55%
Thyroid receptor binding + 0.6134 61.34%
Glucocorticoid receptor binding + 0.8099 80.99%
Aromatase binding - 0.5380 53.80%
PPAR gamma + 0.7950 79.50%
Honey bee toxicity - 0.6878 68.78%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7400 74.00%
Fish aquatic toxicity + 0.9790 97.90%

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 97.34% 96.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 96.33% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.25% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.20% 98.95%
CHEMBL5957 P21589 5'-nucleotidase 94.35% 97.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.30% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.04% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.91% 96.00%
CHEMBL1255126 O15151 Protein Mdm4 91.91% 90.20%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.69% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.66% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 90.22% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.58% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 88.30% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.24% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.26% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.11% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.01% 96.47%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.86% 89.44%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.57% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.49% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.95% 89.50%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.30% 90.24%
CHEMBL255 P29275 Adenosine A2b receptor 83.17% 98.59%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.91% 97.09%
CHEMBL1949 P62937 Cyclophilin A 82.11% 98.57%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.58% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.18% 93.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.18% 89.67%

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.
Neurolaena lobata

Cross-Links

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PubChem 10722782
NPASS NPC2603
LOTUS LTS0199267
wikiData Q77560994