AT-406(AT406)

ChemicalBook > CAS DataBase List > 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)
color: White to off-white
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

ApexBio Technology

Product number: A3019
Product name: AT-406(SM-406)
Packaging: 5mg
Price: $121
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 K_i 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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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