ChemicalBook > CAS DataBase List > AT-406(AT406)

AT-406(AT406)

Product Name
AT-406(AT406)
CAS No.
1071992-99-8
Chemical Name
AT-406(AT406)
Synonyms
Xevinapant;SM 406;QCR-136;Debio-1143;CHEMBL2158051;SureCN2724374;AT-406(AT406);AT-406 (SM-406);AT-406（Xevinapant）;Xevinapant (AT406)
CBNumber
CB92630066
Molecular Formula
C32H43N5O4
Formula Weight
561.71
MOL File
1071992-99-8.mol
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AT-406(AT406) Property

Boiling point:
840.6±65.0 °C(Predicted)
Density 
1.21
storage temp. 
Store at -20°C
solubility 
≥27.65 mg/mL in DMSO; insoluble in H2O; ≥27 mg/mL in EtOH
form 
solid
pka
13.65±0.40(Predicted)
InChI
InChI=1S/C32H43N5O4/c1-21(2)19-28(38)36-18-17-25-15-16-27(37(25)32(41)26(20-36)34-30(39)22(3)33-4)31(40)35-29(23-11-7-5-8-12-23)24-13-9-6-10-14-24/h5-14,21-22,25-27,29,33H,15-20H2,1-4H3,(H,34,39)(H,35,40)/t22-,25+,26-,27-/m0/s1
InChIKey
LSXUTRRVVSPWDZ-MKKUMYSQSA-N
SMILES
N12[C@H](C(NC(C3=CC=CC=C3)C3=CC=CC=C3)=O)CC[C@]1([H])CCN(C(=O)CC(C)C)C[C@H](NC(=O)[C@@H](NC)C)C2=O
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Safety

RIDADR 
3077
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
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N-Bromosuccinimide Price

Cayman Chemical
Product number
19929
Product name
AT-406
Purity
≥95%
Packaging
500μg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
19929
Product name
AT-406
Purity
≥95%
Packaging
1mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
19929
Product name
AT-406
Purity
≥95%
Packaging
5mg
Price
$199
Updated
2024/03/01
Cayman Chemical
Product number
19929
Product name
AT-406
Purity
≥95%
Packaging
10mg
Price
$365
Updated
2024/03/01
Medical Isotopes, Inc.
Product number
61737
Product name
SM406
Packaging
1mg
Price
$610
Updated
2021/12/16
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AT-406(AT406) Chemical Properties,Usage,Production

Description

AT-406 is an orally bioavailable Smac/DIABLO mimetic and antagonist of the inhibitor of apoptosis proteins (IAPs). It binds to XIAP, cIAP1, and cIAP2 proteins with Ki values of 66.4, 1.9, and 5.1 nM, respectively. It has been shown to inhibit cancer cell growth in various human cancer cell lines and to induce apoptosis in xenograft tumors in mice.

Uses

AT-406 is a potent IAP (inhibitor of apoptosis protein) inhibitor of XIAP, cIAP1, and cIAP2 with Ki of 66.4 nM, 1.9 nM, and 5.1 nM, respectively.

Uses

SM 406 is a potent and orally active antagonist of multiple inhibitor of apoptosis proteins (IAPs).

Biological Activity

Xevinapant (AT406, ARRY-334543, Debio1143, SM-406) is a potent Smac mimetic and an antagonist of IAP (inhibitor of apoptosis protein via E3 ubiquitin ligase), binding to XIAP-BIR3, cIAP1-BIR3 and cIAP2-BIR3 with Ki of 66.4 nM, 1.9 nM, and 5.1 nM, 50- to 100-fold higher affinities than the Smac AVPI peptide. Phase 1.

in vitro

AT-406 is a Smac mimetic and appears to mimic closely the AVPI peptide in both hydrogen bonding and hydrophobic interactions with XIAP, with additional hydrophobic contacts with W323 of XIAP. AT-406 is more sensitive to these IAPs than Smac AVPI peptide with 50-100 fold binding affinities. AT-406 (at 1 μM) completely restores the activity of caspase-9, which is suppressed by 500 nM XIAP BIR3 in a cell-free system. In MDA-MB-231 cell, AT-406 induces rapid cellular cIAP1 degradation and also pulls down the cellular XIAP protein. AT-406 effectively inhibits lots of human cancer cell lines and shows IC50 of 144 and 142 nM in MDA-MB-231 cell and SK-OV-3 ovarian cell, with low toxicity against normal-like human breast epithelial MCF-12F cells and primary human normal prostate epithelial cells. AT-406 induces apoptosis in MDA-MB-231 cell by inducing activation of caspase-3 and cleavage of PARP.

in vivo

AT-406 has good pharmacokinetic (PK) properties and oral bioavailability in mice, rats, non-human primates, and dogs. In the MDA-MB-231 xenograft, AT-406 effectively induces cIAP1 degradation and processing of procaspase-8, cleavage of PARP in tumor tissues at 100 mg/kg with well toleration even at 200 mg/kg. AT-406 induces significant tumor growth inhibition with p of 0.0012 at 100 mg/kg.

References

schimmer a d. inhibitor of apoptosis proteins: translating basic knowledge into clinical practice[j]. cancer research, 2004, 64(20): 7183-7190.cai q, sun h, peng y, et al. a potent and orally active antagonist (sm-406/at-406) of multiple inhibitor of apoptosis proteins (iaps) in clinical development for cancer treatment[j]. journal of medicinal chemistry, 2011, 54(8): 2714-2726.zhang t, li y. et al. aphysiologically based pharmacokinetic and pharmacodynamic modeling of an antagonist (sm-406/at-406) of multiple inhibitor of apoptosis proteins (iaps) in a mouse xenograft model of human breast cancer. biopharm drug dispos. 2013 sep;34(6):348-59.hurwitz hi1, smith dc, et al. safety, pharmacokinetics, and pharmacodynamic properties of oral debio1143 (at-406) in patients with advanced cancer: results of a first-in-man study. cancer chemotherpharmacol. 2015 apr;75(4):851-9.

AT-406(AT406) Preparation Products And Raw materials

Raw materials

Preparation Products

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AT-406(AT406) Suppliers

Canada 1 China 90 India 1 United States 13 Global 105
Shanghai Rechem science Co., Ltd.
Tel
21-31433387 15618786686
Fax
QQ:1369748377
Email
sales@rechemscience.com
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China
ProdList
2989
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58
Chuzhou KeMail Chemical Technology Co., Ltd
Tel
0550-5196001 15000891977
Fax
0550-5196001
Email
wj520wjxby@126.com
Country
China
ProdList
1836
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55
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2923
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6011
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61
Jinan Trio PharmaTech Co., Ltd.
Tel
+86 (531) 88811783
Fax
+86 (531) 55696010 QQ 1762738062
Email
sales@trio-pharmatech.com (International market)
Country
China
ProdList
1856
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62
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4654
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58
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9452
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58
NCE Biomedical Co.,Ltd.
Tel
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax
+86-27-87599188
Country
China
ProdList
1494
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55
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9901
Advantage
58
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View Lastest Price from AT-406(AT406) manufacturers

Career Henan Chemical Co
Product
AT-406(AT406) 1071992-99-8
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2019-07-01

1071992-99-8, AT-406(AT406)Related Search:


  • CHEMBL2158051; AT406; AT 406; SURECN2724374; QCR-136; SM406; SM 406; AT406 (SM-406)
  • QCR-136
  • SureCN2724374
  • CHEMBL2158051
  • Debio-1143
  • SM-406;DEBIO-1143;ARRY-334543
  • AT-406(AT406)
  • (5S,8S,10aR)-N-benzhydryl-5-((S)-2-(MethylaMino)propanaMido)-3-(3-Methylbutanoyl)-6-oxodecahydropyrrolo[1,2-a][1,5]diazocine-8-carboxaMide
  • SM 406
  • (5S,8S,10aR)-N-(Diphenylmethyl)decahydro-5-[[(2S)-2-(methylamino)-1-oxopropyl]amino]-3-(3-methyl-1-oxobutyl)-6-oxopyrrolo[1,2-a][1,5]diazocine-8-carboxamide
  • AT406 (SM-406, ARRY-334543)
  • (5S,8S,10aR)-N-(Diphenylmethyl)decahydro-5-[[(2S)-2-(methylamino)-1-oxopropyl]amino]-3-(3-methyl-1-oxobutyl)-6-oxopyrrolo[1,2-a][1,5]diazocine-8-carboxamide AT406 (SM-406, ARRY-334543)
  • (5S,8S,10aR)-N-benzhydryl-5-((S)-2-(methylamino)propanamido)-3-(3-methylbutanoyl)-6-oxodecahyd
  • AT-406 (SM-406)
  • Xevinapant
  • Pyrrolo[1,2-a][1,5]diazocine-8-carboxamide, N-(diphenylmethyl)decahydro-5-[[(2S)-2-(methylamino)-1-oxopropyl]amino]-3-(3-methyl-1-oxobutyl)-6-oxo-, (5S,8S,10aR)-
  • AT-406（Xevinapant）
  • AT406 (Xevinapant, SM406, ARRY334543)
  • SM 406,SM406,Xevinapant,AT-406,oral,inhibit,Debio 1143,ovarian,IAP,degradation,Smac,AT 406,Inhibitor,cancer,mimetic,Debio1143
  • Xevinapant (AT406)
  • 1071992-99-8
  • C32H43N5O4
  • Inhibitor