(R)-N-((1-(6-(4-amino-3-methoxyphenyl)isothiazolo[4,3-b]pyridin-3-yl)piperidin-3-yl)methyl)cyclopropanecarboxamide

ID: ALA4745028

PubChem CID: 162648820

Max Phase: Preclinical

Molecular Formula: C23H27N5O2S

Molecular Weight: 437.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cnc3c(N4CCC[C@H](CNC(=O)C5CC5)C4)snc3c2)ccc1N

Standard InChI:  InChI=1S/C23H27N5O2S/c1-30-20-10-16(6-7-18(20)24)17-9-19-21(25-12-17)23(31-27-19)28-8-2-3-14(13-28)11-26-22(29)15-4-5-15/h6-7,9-10,12,14-15H,2-5,8,11,13,24H2,1H3,(H,26,29)/t14-/m1/s1

Standard InChI Key:  RKPJQLHQSKPTDA-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

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   10.0863   -2.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7928   -1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6676   -2.9281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.1951   -4.9695    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   13.4157   -7.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4640   -7.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0130   -7.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7631   -6.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8117   -7.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3606   -6.9239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1594   -7.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4092   -7.8746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7046   -6.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4827   -6.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8773   -5.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 16 19  1  0
 23 25  1  1
 25 26  1  0
 26 27  1  0
 27 28  2  0
 30 29  1  0
 31 30  1  0
 29 31  1  0
 27 29  1  0
 11  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745028

   ---

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: 437.57

Molecular Weight (Monoisotopic): 437.1885

AlogP: 3.69

#Rotatable Bonds: 6

Polar Surface Area: 93.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.74

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -1.28

References

1. Martinez-Gualda B,Saul S,Froeyen M,Schols D,Herdewijn P,Einav S,De Jonghe S.  (2021)  Discovery of 3-phenyl- and 3-N-piperidinyl-isothiazolo[4,3-b]pyridines as highly potent inhibitors of cyclin G-associated kinase.,  213  [PMID:33497888] [10.1016/j.ejmech.2021.113158]

Source

Source(1):

• Scientific Literature