基本情報
- CAS
195987-41-8- 標準SMILES
N#Cc1ccc2c(c1)CN(S(=O)(=O)c1cccs1)[C@H](Cc1ccccc1)CN2Cc1cnc[nH]1- InChIKey
OLCWFLWEHWLBTO-HSZRJFAPSA-N- 分子式
- C25H23N5O2S2
- 平均分子量
- 489.6 g/mol
- 単同位体質量
- 489.12931734
概要
BMS-214662 is a member of the class of benzodiazepines that is 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine substituted by (1H-imidazol-5-yl)methyl, benzyl, (thiophen-2-yl)sulfonyl, and cyano groups at positions 1, 3R, 4 and 7, respectively. It is a potent inhibitor of farnesyltransferase (IC50 = 1.35nM) which was under clinical development for the treatment of solid tumors. It has a role as an antineoplastic agent, an EC 2.5.1.58 (protein farnesyltransferase) inhibitor and an apoptosis inducer. It is a nitrile, a member of benzenes, a benzodiazepine, a member of imidazoles, a member of thiophenes and a sulfonamide.
名称と識別子
- 優先名称
- Bms-214662
- IUPAC
- (3R)-3-benzyl-1-(1H-imidazol-5-ylmethyl)-4-thiophen-2-ylsulfonyl-3,5-dihydro-2H-1,4-benzodiazepine-7-carbonitrile
- 英語名
- (4R)-4-benzyl-2-(3H-imidazol-4-ylmethyl)-5-thiophen-2-ylsulfonyl-2,5-diazabicyclo[5.4.0]undeca-8,10,12-triene-9-carbonitrile
- 分子式
- C25H23N5O2S2
- 分子量
- 489.62
名称と別名
BMS-214662195987-41-8BMS 214662BMS214662L2U9GFD2447-cyano-2,3,4,5-tetrahydro-1-(1H-imidazol-4-ylmethyl)-3-(phenylmethyl)-4-(2-thienylsulfonyl)-1H-1,4-benzodiazepine(R)-2,3,4,5-Tetrahydro-1-(1H-imidazol-4-ylmethyl)-3-(phenylmethyl)-4-(2-thienylsulfonyl)-1H-1,4-benzodiazepine-7-carbonitrileCHEBI:167655DTXSID20173260(3R)-1-(3H-imidazol-4-ylmethyl)-3-(phenylmethyl)-4-thiophen-2-ylsulfonyl-3,5-dihydro-2H-1,4-benzodiazepine-7-carbonitrileRefChem:120710DTXCID5095751
名称をさらに表示
(R)-2,3,4,5-Tetrahydro-1-(1H-iMidazol-4-ylMethyl)-3-(phenylMethyl)-4-(2-thienylsulfonyl)-1H-1,4-benzodiazepine-7-ca(4R)-4-benzyl-2-(3H-imidazol-4-ylmethyl)-5-thiophen-2-ylsulfonyl-2,5-diazabicyclo[5.4.0]undeca-8,10,12-triene-9-carbonitrile(3R)-2,3,4,5-Tetrahydro-1-(1H-iMidazol-4-ylMethyl)-3-(phenylMethyl)-4-(2-thienylsulfonyl)-1H-1,4-benzodiazepine-7-carbonitrile(3R)-2,3,4,5-Tetrahydro-1-(1H-imidazol-5-ylmethyl)-3-(phenylmethyl)-4-(2-thienylsulfonyl)-1H-1,4-benzodiazepine-7-carbonitrile
物性
構造計算による物性
- XLogP
- 3.9
- 極性表面積
- 130 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 7
- 回転可能結合数
- 6
- 重原子数
- 34
- 形式電荷
- 0
- 複雑度
- 834
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
物理化学的性質
- 沸点
- 790.9 · 790.9±70.0 °C(Predicted)
- 比重(密度)
- 1.45 · 1.45±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Store at -20°C
- 溶解性
- DMSO: slightly soluble; Methanol: slightly soluble
- 外見
- A solid
- 酸解離定数(Pka)
- 13.19 · 13.19±0.10(Predicted)
- 色
- White to off-white
化学的性質
化学的特性Pale Yellow Solid
化学と産業
応用分野
説明BMS 214662 is a potent inhibitor of farnesyltransferase (FTase; IC50 = 1.3 nM). It is selective for FTase over geranylgeranyl transferase (GGTase; IC50 = 1,900 nM). It inhibits the growth of MEK2, A2780, and PC3 cancer cells expressing wild-type Ras (IC50s = 2.5, 0.04, and 0.15 μM, respectively), as well as HCT116, MIP, RC-165, and MIA PaCa-2 cells expressing mutant K-Ras (IC50s = 0.06, 0.3, 0.3, and 0.12 μM, respectively). BMS 214662 induces apoptosis in HCT116 cells in a concentration-dependent manner. In vivo, BMS 214662 (600 mg/kg) is curative in an HCT116 mouse xenograft model. It also reduces tumor growth in Calu-1, HT-29, EJ-1, and MIA PaCa-2 mouse xenograft models.
使用A potent and selective inhibitor of farnesyltransferase that induces mitochondrial apoptosis in chronic myeloid leukemia stem/progenitor cells, including CD34+38- cells, through activation of protein kinase Cβ.
サプライヤー34 社
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
InvivoChem中国13549236410 · [email protected]
砌块化学科技（上海）有限公司021-20432219 13918097649 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
上海尺水药物研究有限公司[email protected] 13564957716 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
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