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

ID: ALA4538649

PubChem CID: 141735096

Max Phase: Preclinical

Molecular Formula: C26H18ClF4N3O3S

Molecular Weight: 563.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1cccc(C(F)(F)F)c1Cl)Nc1cc(Oc2ccc3nc(NC(=O)C4CC4)sc3c2)ccc1F

Standard InChI:  InChI=1S/C26H18ClF4N3O3S/c27-23-14(2-1-3-17(23)26(29,30)31)10-22(35)32-20-11-15(6-8-18(20)28)37-16-7-9-19-21(12-16)38-25(33-19)34-24(36)13-4-5-13/h1-3,6-9,11-13H,4-5,10H2,(H,32,35)(H,33,34,36)

Standard InChI Key:  AQAWZYWGYFRZBP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.1477   -4.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8574   -3.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.1459   -2.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.9383   -3.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4567   -2.7142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7330   -2.5631    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.7316   -4.1991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   43.7491   -1.9516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   45.6826   -2.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3235   -2.5649    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.9087   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6170   -1.3367    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   33.9011   -0.9245    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538649

   ---

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: 563.96

Molecular Weight (Monoisotopic): 563.0694

AlogP: 7.43

#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: 7.01

CX LogD: 6.90

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: -2.13

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]

Source

Source(1):

• Scientific Literature