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4,5-dibromo-N-[[(1'S,4R,5S,5'R,14'S,15'R,16'S,18'R)-2,3'-diamino-8'-bromo-16'-chloro-4-hydroxy-11'-oxospiro[1,4-dihydroimidazole-5,17'-2,4,6,12-tetrazapentacyclo[10.6.0.01,5.06,10.014,18]octadeca-2,7,9-triene]-15'-yl]methyl]-1H-pyrrole-2-carboxamide

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 8b3761f6-74db-4e4d-bae8-9a993fd5849e
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > 2-heteroaryl carboxamides
IUPAC Name 4,5-dibromo-N-[[(1'S,4R,5S,5'R,14'S,15'R,16'S,18'R)-2,3'-diamino-8'-bromo-16'-chloro-4-hydroxy-11'-oxospiro[1,4-dihydroimidazole-5,17'-2,4,6,12-tetrazapentacyclo[10.6.0.01,5.06,10.014,18]octadeca-2,7,9-triene]-15'-yl]methyl]-1H-pyrrole-2-carboxamide
SMILES (Canonical) C1C2C(C(C3(C2C45N1C(=O)C6=CC(=CN6C4NC(=N5)N)Br)C(N=C(N3)N)O)Cl)CNC(=O)C7=CC(=C(N7)Br)Br
SMILES (Isomeric) C1[C@@H]2[C@@H]([C@@H]([C@]3([C@@H]2[C@]45N1C(=O)C6=CC(=CN6[C@H]4NC(=N5)N)Br)[C@H](N=C(N3)N)O)Cl)CNC(=O)C7=CC(=C(N7)Br)Br
InChI InChI=1S/C22H22Br3ClN10O3/c23-6-1-11-16(38)36-5-8-7(3-29-15(37)10-2-9(24)14(25)30-10)13(26)21(18(39)32-20(28)33-21)12(8)22(36)17(35(11)4-6)31-19(27)34-22/h1-2,4,7-8,12-13,17-18,30,39H,3,5H2,(H,29,37)(H3,27,31,34)(H3,28,32,33)/t7-,8+,12+,13-,17+,18+,21+,22-/m0/s1
InChI Key HBCKMYFRXWVFIW-KMJWGONQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22Br3ClN10O3
Molecular Weight 749.60 g/mol
Exact Mass 747.90945 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4,5-dibromo-N-[[(1'S,4R,5S,5'R,14'S,15'R,16'S,18'R)-2,3'-diamino-8'-bromo-16'-chloro-4-hydroxy-11'-oxospiro[1,4-dihydroimidazole-5,17'-2,4,6,12-tetrazapentacyclo[10.6.0.01,5.06,10.014,18]octadeca-2,7,9-triene]-15'-yl]methyl]-1H-pyrrole-2-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8568 85.68%
Caco-2 - 0.8539 85.39%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Lysosomes 0.4397 43.97%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8818 88.18%
OATP1B3 inhibitior + 0.9413 94.13%
MATE1 inhibitior - 0.6409 64.09%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7864 78.64%
P-glycoprotein inhibitior + 0.6150 61.50%
P-glycoprotein substrate + 0.8036 80.36%
CYP3A4 substrate + 0.6909 69.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.9097 90.97%
CYP2C9 inhibition - 0.7891 78.91%
CYP2C19 inhibition - 0.7492 74.92%
CYP2D6 inhibition - 0.8481 84.81%
CYP1A2 inhibition - 0.6883 68.83%
CYP2C8 inhibition + 0.6287 62.87%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7561 75.61%
Carcinogenicity (trinary) Non-required 0.5763 57.63%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9478 94.78%
Skin irritation - 0.7551 75.51%
Skin corrosion - 0.9266 92.66%
Ames mutagenesis + 0.5166 51.66%
Human Ether-a-go-go-Related Gene inhibition - 0.3991 39.91%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8188 81.88%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7929 79.29%
Acute Oral Toxicity (c) III 0.5393 53.93%
Estrogen receptor binding + 0.6415 64.15%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding + 0.5973 59.73%
Glucocorticoid receptor binding + 0.5847 58.47%
Aromatase binding + 0.6330 63.30%
PPAR gamma + 0.6491 64.91%
Honey bee toxicity - 0.6840 68.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.6993 69.93%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.69% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.07% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.31% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.34% 89.34%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 94.40% 97.31%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 92.69% 80.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.56% 90.08%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.20% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.81% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.62% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.23% 88.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.14% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.28% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 87.02% 83.82%
CHEMBL1937 Q92769 Histone deacetylase 2 85.96% 94.75%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.19% 94.42%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.98% 93.04%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.86% 92.94%
CHEMBL4208 P20618 Proteasome component C5 81.91% 90.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.73% 81.11%
CHEMBL2581 P07339 Cathepsin D 80.52% 98.95%
CHEMBL1865 Q9UBN7 Histone deacetylase 6 80.46% 97.03%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.45% 89.67%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.34% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.05% 90.17%

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 10771359
LOTUS LTS0200269
wikiData Q105025211