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N-[[(1R,2S,3S,4R)-2,3-bis(2-amino-1H-imidazol-5-yl)-4-[[(4-bromo-1H-pyrrole-2-carbonyl)amino]methyl]cyclobutyl]methyl]-4,5-dibromo-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 9e5e1f10-6aa3-47a3-810c-b90f18297be3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > 2-heteroaryl carboxamides
IUPAC Name N-[[(1R,2S,3S,4R)-2,3-bis(2-amino-1H-imidazol-5-yl)-4-[[(4-bromo-1H-pyrrole-2-carbonyl)amino]methyl]cyclobutyl]methyl]-4,5-dibromo-1H-pyrrole-2-carboxamide
SMILES (Canonical) C1=C(NC=C1Br)C(=O)NCC2C(C(C2C3=CN=C(N3)N)C4=CN=C(N4)N)CNC(=O)C5=CC(=C(N5)Br)Br
SMILES (Isomeric) C1=C(NC=C1Br)C(=O)NC[C@@H]2[C@H]([C@@H]([C@H]2C3=CN=C(N3)N)C4=CN=C(N4)N)CNC(=O)C5=CC(=C(N5)Br)Br
InChI InChI=1S/C22H23Br3N10O2/c23-8-1-12(28-3-8)19(36)29-4-9-10(5-30-20(37)13-2-11(24)18(25)33-13)17(15-7-32-22(27)35-15)16(9)14-6-31-21(26)34-14/h1-3,6-7,9-10,16-17,28,33H,4-5H2,(H,29,36)(H,30,37)(H3,26,31,34)(H3,27,32,35)/t9-,10-,16-,17-/m1/s1
InChI Key NWEOUKWTIRBPSR-HPLPCWARSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H23Br3N10O2
Molecular Weight 699.20 g/mol
Exact Mass 697.95351 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 6
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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RefChem:917612
335214-63-6
N-(((1S,2R,3R,4S)-2,3-bis(2-amino-1H-imidazol-5-yl)-4-(((4-bromo-1H-pyrrole-2-carbonyl)amino)methyl)cyclobutyl)methyl)-4,5-dibromo-1H-pyrrole-2-carboxamide

2D Structure

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2D Structure of N-[[(1R,2S,3S,4R)-2,3-bis(2-amino-1H-imidazol-5-yl)-4-[[(4-bromo-1H-pyrrole-2-carbonyl)amino]methyl]cyclobutyl]methyl]-4,5-dibromo-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 + 0.9353 93.53%
Caco-2 - 0.8325 83.25%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.4989 49.89%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.9160 91.60%
OATP1B3 inhibitior + 0.9416 94.16%
MATE1 inhibitior - 0.8609 86.09%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9605 96.05%
P-glycoprotein inhibitior + 0.7112 71.12%
P-glycoprotein substrate + 0.5893 58.93%
CYP3A4 substrate + 0.5573 55.73%
CYP2C9 substrate - 0.8090 80.90%
CYP2D6 substrate - 0.8854 88.54%
CYP3A4 inhibition - 0.8781 87.81%
CYP2C9 inhibition - 0.7090 70.90%
CYP2C19 inhibition - 0.6557 65.57%
CYP2D6 inhibition - 0.8713 87.13%
CYP1A2 inhibition + 0.6005 60.05%
CYP2C8 inhibition - 0.5674 56.74%
CYP inhibitory promiscuity - 0.8184 81.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7765 77.65%
Carcinogenicity (trinary) Non-required 0.4822 48.22%
Eye corrosion - 0.9804 98.04%
Eye irritation - 0.9470 94.70%
Skin irritation - 0.7711 77.11%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6752 67.52%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8609 86.09%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9397 93.97%
Acute Oral Toxicity (c) III 0.5509 55.09%
Estrogen receptor binding + 0.6638 66.38%
Androgen receptor binding + 0.6870 68.70%
Thyroid receptor binding + 0.6461 64.61%
Glucocorticoid receptor binding + 0.6138 61.38%
Aromatase binding + 0.6255 62.55%
PPAR gamma + 0.6299 62.99%
Honey bee toxicity - 0.8263 82.63%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.7103 71.03%

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 97.09% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.28% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.58% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.25% 89.34%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 89.58% 85.30%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.37% 81.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.85% 96.38%
CHEMBL2535 P11166 Glucose transporter 87.80% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.33% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.19% 92.88%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 83.07% 94.01%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.06% 89.67%
CHEMBL221 P23219 Cyclooxygenase-1 81.87% 90.17%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.62% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.54% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.51% 99.17%
CHEMBL4208 P20618 Proteasome component C5 80.73% 90.00%
CHEMBL1952 P04818 Thymidylate synthase 80.48% 93.53%

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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There are no matching plants.

Cross-Links

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PubChem 21632565
LOTUS LTS0088806
wikiData Q105186567