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Chicamycin A

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 0bcf5000-6599-496d-b095-e1e096f6a0e9
Taxonomy Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
IUPAC Name (6R,6aS,8S)-3,8-dihydroxy-2,6-dimethoxy-5,6,6a,7,8,9-hexahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C14H18N2O5/c1-20-12-4-8-9(5-11(12)18)15-13(21-2)10-3-7(17)6-16(10)14(8)19/h4-5,7,10,13,15,17-18H,3,6H2,1-2H3/t7-,10-,13+/m0/s1
InChI Key FDZKMDGYTVIWIB-LCWDIZFYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C14H18N2O5
Molecular Weight 294.30 g/mol
Exact Mass 294.12157168 g/mol
Topological Polar Surface Area (TPSA) 91.30 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.37
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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89675-37-6
1,2,3,10,11a-pentahydro-2,8-dihydroxy-7,11-dimethoxy-5H-pyrrolo(2,1-c)(1,4)-benzodiazepin-5-one
(6R,6aS,8S)-3,8-dihydroxy-2,6-dimethoxy-5,6,6a,7,8,9-hexahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
(6R,6aS,8S)-3,8-dihydroxy-2,6-dimethoxy-5,6,6a,7,8,9-hexahydropyrrolo(2,1-c)(1,4)benzodiazepin-11-one
RefChem:125169
5H-Pyrrolo(2,1-c)(1,4)benzodiazepin-5-one, 1,2,3,10,11,11a-hexahydro-2,8-dihydroxy-7,11-dimethoxy-, (2S-(2alpha,11alpha,11abeta))-
(2s,11r,11as)-2,8-dihydroxy-7,11-dimethoxy-1,2,3,10,11,11a-hexahydro-5h-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
BRN 5763463
5H-Pyrrolo(2,1-c)(1,4)benzodiazepin-5-one, 1,2,3,10,11,11a-hexahydro-2,8-dihydroxy-7,11-dimethoxy-, (2S-(2-alpha,11-alpha,11b-beta))-
SCHEMBL29395406
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Chicamycin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8307 83.07%
Caco-2 + 0.8326 83.26%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.5312 53.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8974 89.74%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.7400 74.00%
P-glycoprotein inhibitior - 0.9508 95.08%
P-glycoprotein substrate - 0.5000 50.00%
CYP3A4 substrate + 0.5879 58.79%
CYP2C9 substrate - 0.5931 59.31%
CYP2D6 substrate - 0.7921 79.21%
CYP3A4 inhibition - 0.8738 87.38%
CYP2C9 inhibition - 0.8264 82.64%
CYP2C19 inhibition - 0.8086 80.86%
CYP2D6 inhibition - 0.8968 89.68%
CYP1A2 inhibition - 0.7542 75.42%
CYP2C8 inhibition - 0.7825 78.25%
CYP inhibitory promiscuity - 0.7161 71.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6630 66.30%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8691 86.91%
Skin irritation - 0.7864 78.64%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6511 65.11%
Acute Oral Toxicity (c) III 0.6391 63.91%
Estrogen receptor binding + 0.6106 61.06%
Androgen receptor binding - 0.6013 60.13%
Thyroid receptor binding + 0.6465 64.65%
Glucocorticoid receptor binding + 0.7012 70.12%
Aromatase binding - 0.5666 56.66%
PPAR gamma - 0.7189 71.89%
Honey bee toxicity - 0.8122 81.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity - 0.5446 54.46%

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 98.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.72% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.69% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.17% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.42% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.11% 92.94%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.12% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.32% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.09% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.89% 93.03%
CHEMBL2535 P11166 Glucose transporter 87.48% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.71% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.60% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.36% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.75% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.28% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.75% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 81.34% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.72% 86.33%
CHEMBL4208 P20618 Proteasome component C5 80.69% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.23% 99.15%

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 128968
LOTUS LTS0255017
wikiData Q82885913