BMS-906024

BMS-906024
Identifiers
	IUPAC name (2R,3S)-N-[(3S)-1-Methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]-2,3-bis(3,3,3-trifluoropropyl)succinamide;
CAS Number	1401066-79-2;
PubChem CID	66550890;
PubChem SID	152143555;
ChemSpider	28536138;
UNII	DRL23N424R;
CompTox Dashboard (EPA)	DTXSID30161234 ;
Chemical and physical data
Formula	C26H26F6N4O3
Molar mass	556.509 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1c2ccccc2C(=N[C@@H](C1=O)NC(=O)[C@H](CCC(F)(F)F)[C@H](CCC(F)(F)F)C(=O)N)c3ccccc3;
	InChI InChI=1S/C26H26F6N4O3/c1-36-19-10-6-5-9-18(19)20(15-7-3-2-4-8-15)34-22(24(36)39)35-23(38)17(12-14-26(30,31)32)16(21(33)37)11-13-25(27,28)29/h2-10,16-17,22H,11-14H2,1H3,(H2,33,37)(H,35,38)/t16-,17+,22+/m0/s1; Key:AYOUDDAETNMCBW-GSHUGGBRSA-N;

BMS-906024 is a drug with a benzodiazepine structure, developed by Bristol-Myers Squibb and disclosed at the spring 2013 American Chemical Society meeting in New Orleans to treat breast, lung, colon cancers and leukemia.^[1] The drug works as a pan-Notch inhibitor. The structure is one of a set patented in 2012,^[2] and is being studied in clinical trials.^[3]^[4]^[5]

References

^ Drahl C (2013). "Liveblogging First-Time Disclosures of Drug Structures from #ACSNOLA". Chemical and Engineering News. American Chemical Society.
^ WO 2012129353, Quesnelle C, Kim SH, Lee F, Gavai A, "Bisfluoroalkyl-1,4-Benzodiazepinone Compounds", published 27 September 2012, assigned to Bristol-Myers Squibb Company
^ Gavai AV, Quesnelle C, Norris D, Han WC, Gill P, Shan W, et al. (May 2015). "Discovery of Clinical Candidate BMS-906024: A Potent Pan-Notch Inhibitor for the Treatment of Leukemia and Solid Tumors". ACS Medicinal Chemistry Letters. 6 (5): 523–7. doi:10.1021/acsmedchemlett.5b00001. PMC 4434460. PMID 26005526.
^ Morgan KM, Fischer BS, Lee FY, Shah JJ, Bertino JR, Rosenfeld J, et al. (December 2017). "Gamma Secretase Inhibition by BMS-906024 Enhances Efficacy of Paclitaxel in Lung Adenocarcinoma". Molecular Cancer Therapeutics. 16 (12): 2759–2769. doi:10.1158/1535-7163.MCT-17-0439. PMC 5716926. PMID 28978720.
^ Sosa Iglesias V, Theys J, Groot AJ, Barbeau LM, Lemmens A, Yaromina A, et al. (2018). "Synergistic Effects of NOTCH/γ-Secretase Inhibition and Standard of Care Treatment Modalities in Non-small Cell Lung Cancer Cells". Frontiers in Oncology. 8: 460. doi:10.3389/fonc.2018.00460. PMC 6234899. PMID 30464927.

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[1] Drahl C (2013). "Liveblogging First-Time Disclosures of Drug Structures from #ACSNOLA". Chemical and Engineering News. American Chemical Society.

[2] WO 2012129353, Quesnelle C, Kim SH, Lee F, Gavai A, "Bisfluoroalkyl-1,4-Benzodiazepinone Compounds", published 27 September 2012, assigned to Bristol-Myers Squibb Company

[pmid26005526-3] Gavai AV, Quesnelle C, Norris D, Han WC, Gill P, Shan W, et al. (May 2015). "Discovery of Clinical Candidate BMS-906024: A Potent Pan-Notch Inhibitor for the Treatment of Leukemia and Solid Tumors". ACS Medicinal Chemistry Letters. 6 (5): 523–7. doi:10.1021/acsmedchemlett.5b00001. PMC 4434460. PMID 26005526.

[pmid28978720-4] Morgan KM, Fischer BS, Lee FY, Shah JJ, Bertino JR, Rosenfeld J, et al. (December 2017). "Gamma Secretase Inhibition by BMS-906024 Enhances Efficacy of Paclitaxel in Lung Adenocarcinoma". Molecular Cancer Therapeutics. 16 (12): 2759–2769. doi:10.1158/1535-7163.MCT-17-0439. PMC 5716926. PMID 28978720.

[pmid30464927-5] Sosa Iglesias V, Theys J, Groot AJ, Barbeau LM, Lemmens A, Yaromina A, et al. (2018). "Synergistic Effects of NOTCH/γ-Secretase Inhibition and Standard of Care Treatment Modalities in Non-small Cell Lung Cancer Cells". Frontiers in Oncology. 8: 460. doi:10.3389/fonc.2018.00460. PMC 6234899. PMID 30464927.

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Identifiers

IUPAC name (2R,3S)-N-[(3S)-1-Methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]-2,3-bis(3,3,3-trifluoropropyl)succinamide
CAS Number	1401066-79-2
PubChem CID	66550890
PubChem SID	152143555
ChemSpider	28536138
UNII	DRL23N424R
CompTox Dashboard (EPA)	DTXSID30161234
Chemical and physical data
Formula	C₂₆H₂₆F₆N₄O₃
Molar mass	556.509 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN1c2ccccc2C(=N[C@@H](C1=O)NC(=O)[C@H](CCC(F)(F)F)[C@H](CCC(F)(F)F)C(=O)N)c3ccccc3
InChI InChI=1S/C26H26F6N4O3/c1-36-19-10-6-5-9-18(19)20(15-7-3-2-4-8-15)34-22(24(36)39)35-23(38)17(12-14-26(30,31)32)16(21(33)37)11-13-25(27,28)29/h2-10,16-17,22H,11-14H2,1H3,(H2,33,37)(H,35,38)/t16-,17+,22+/m0/s1 Key:AYOUDDAETNMCBW-GSHUGGBRSA-N