N-(6-(4-Fuoro-3-(2-(3-(trifluoromethyl)phenyl)acetamido)phenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide

ID: ALA4540715

PubChem CID: 138393290

Product Number: S614280, Order Now?

Max Phase: Preclinical

Molecular Formula: C26H19F4N3O3S

Molecular Weight: 529.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(C(F)(F)F)c1)Nc1cc(Oc2ccc3nc(NC(=O)C4CC4)sc3c2)ccc1F

Standard InChI:  InChI=1S/C26H19F4N3O3S/c27-19-8-6-17(12-21(19)31-23(34)11-14-2-1-3-16(10-14)26(28,29)30)36-18-7-9-20-22(13-18)37-25(32-20)33-24(35)15-4-5-15/h1-3,6-10,12-13,15H,4-5,11H2,(H,31,34)(H,32,33,35)

Standard InChI Key:  SDSQERWTMKMZLA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.3228  -27.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0309  -27.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7405  -27.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7377  -26.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0291  -26.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4489  -27.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1559  -27.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8610  -27.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8534  -26.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1497  -26.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5667  -26.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5704  -27.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3459  -27.7755    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.8215  -27.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3399  -26.4582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6162  -26.3071    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.6148  -27.9431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9074  -27.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9081  -26.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6387  -27.1109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0441  -26.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8613  -26.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6323  -25.6955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1994  -27.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4920  -27.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4974  -26.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7909  -26.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0818  -26.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0838  -27.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7910  -27.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5695  -26.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5658  -25.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7919  -25.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5001  -25.0807    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0847  -25.0789    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.7842  -24.6684    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 13  1  0
 12 10  1  0
 10 11  2  0
 11  8  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
  1 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  2  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 19 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 32 23  1  0
 33 32  1  0
 23 33  1  0
 28 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540715

   SZM594

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 529.52

Molecular Weight (Monoisotopic): 529.1083

AlogP: 6.78

#Rotatable Bonds: 7

Polar Surface Area: 80.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.90

CX Basic pKa: ┄

CX LogP: 6.41

CX LogD: 6.30

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: -2.25

References

1. Zhang H, Xu L, Qin X, Chen X, Cong H, Hu L, Chen L, Miao Z, Zhang W, Cai Z, Zhuang C..  (2019)  N-(7-Cyano-6-(4-fluoro-3-(2-(3-(trifluoromethyl)phenyl)acetamido)phenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide (TAK-632) Analogues as Novel Necroptosis Inhibitors by Targeting Receptor-Interacting Protein Kinase 3 (RIPK3): Synthesis, Structure-Activity Relationships, and in Vivo Efficacy.,  62  (14): [PMID:31095385] [10.1021/acs.jmedchem.9b00611]

2. Zhu J, Qu Z, Huang J, Xu L, Zhang H, Yu J, Zhang W, Zhuang C..  (2021)  Enantiomeric profiling of a chiral benzothiazole necroptosis inhibitor.,  43  [PMID:33964444] [10.1016/j.bmcl.2021.128084]

3. Shi K, Zhang J, Zhou E, Wang J, Wang Y..  (2022)  Small-Molecule Receptor-Interacting Protein 1 (RIP1) Inhibitors as Therapeutic Agents for Multifaceted Diseases: Current Medicinal Chemistry Insights and Emerging Opportunities.,  65  (22.0): [PMID:36346971] [10.1021/acs.jmedchem.2c01518]

Source

Source(1):

• Scientific Literature