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Hapalocyclamide

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 9b504900-2501-4f6a-920a-5791de33c71a
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name (1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-5(24),7,12(23),14,19(22)-pentaene-2,9,16-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H26N6O4S2/c1-12-23-31-19(14(3)35-23)22(34)27-13(2)24-29-18(10-36-24)21(33)28-16(9-15-7-5-4-6-8-15)25-30-17(11-37-25)20(32)26-12/h4-8,10,12-13,16-17H,9,11H2,1-3H3,(H,26,32)(H,27,34)(H,28,33)/t12-,13+,16-,17-/m1/s1
InChI Key CFWGJXVIHMKTMC-DLTLXFJOSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26N6O4S2
Molecular Weight 538.60 g/mol
Exact Mass 538.14569568 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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DTXSID401046825
(1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexazatetracyclo(17.2.1.15,8.112,15)tetracosa-5(24),7,12(23),14,19(22)-pentaene-2,9,16-trione
(1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-5(24),7,12(23),14,19(22)-pentaene-2,9,16-trione
RefChem:145228
DTXCID301528640
(12Z,52Z,92Z)-6-benzyl-15,2,10-trimethyl-54,55-dihydro-3,7,11-triaza-1(2,4)-oxazola-5,9(4,2)-dithiazolacyclododecaphane-4,8,12-trione
CHEBI:204258

2D Structure

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2D Structure of Hapalocyclamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9140 91.40%
Caco-2 - 0.7826 78.26%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6008 60.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8799 87.99%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9519 95.19%
P-glycoprotein inhibitior + 0.7189 71.89%
P-glycoprotein substrate + 0.6154 61.54%
CYP3A4 substrate + 0.6584 65.84%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8895 88.95%
CYP3A4 inhibition + 0.7001 70.01%
CYP2C9 inhibition - 0.6769 67.69%
CYP2C19 inhibition - 0.6627 66.27%
CYP2D6 inhibition - 0.8785 87.85%
CYP1A2 inhibition - 0.5266 52.66%
CYP2C8 inhibition + 0.7031 70.31%
CYP inhibitory promiscuity - 0.6200 62.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6488 64.88%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9715 97.15%
Skin irritation - 0.7831 78.31%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis + 0.5730 57.30%
Human Ether-a-go-go-Related Gene inhibition + 0.8188 81.88%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8512 85.12%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8557 85.57%
Acute Oral Toxicity (c) III 0.6090 60.90%
Estrogen receptor binding + 0.6134 61.34%
Androgen receptor binding + 0.7394 73.94%
Thyroid receptor binding + 0.5739 57.39%
Glucocorticoid receptor binding + 0.6463 64.63%
Aromatase binding - 0.4836 48.36%
PPAR gamma + 0.6905 69.05%
Honey bee toxicity - 0.8144 81.44%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7074 70.74%

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 94.04% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.51% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.29% 85.14%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 92.73% 97.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.49% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.38% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 91.22% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.82% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 90.10% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.16% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.78% 93.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.47% 97.53%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.91% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.97% 97.09%
CHEMBL4447 Q9Y337 Kallikrein 5 85.69% 87.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.29% 81.11%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.95% 96.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.65% 96.09%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.51% 85.11%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.69% 96.25%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 82.14% 95.72%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.91% 94.62%

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.
There are no matching plants.

Cross-Links

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PubChem 57326917
LOTUS LTS0115421
wikiData Q77384851