(S)-2-(6-(Pyrrolidin-3-yloxy)isoquinolin-4-yl)thiazole

ID: ALA4648633

PubChem CID: 156021779

Max Phase: Preclinical

Molecular Formula: C16H15N3OS

Molecular Weight: 297.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1csc(-c2cncc3ccc(O[C@H]4CCNC4)cc23)n1

Standard InChI:  InChI=1S/C16H15N3OS/c1-2-12(20-13-3-4-17-9-13)7-14-11(1)8-18-10-15(14)16-19-5-6-21-16/h1-2,5-8,10,13,17H,3-4,9H2/t13-/m0/s1

Standard InChI Key:  YSUTYFQYSCMQRX-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   20.5515  -17.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8435  -17.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8435  -18.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5540  -18.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2598  -18.5376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2598  -17.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1341  -18.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4216  -18.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4190  -17.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1310  -17.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7109  -17.3105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0029  -17.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9178  -18.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1161  -18.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7046  -17.9962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2563  -17.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5515  -16.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8906  -16.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1445  -15.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9626  -15.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2165  -16.0121    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 10  1  0
  9 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 17  1  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4648633

   ---

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: 297.38

Molecular Weight (Monoisotopic): 297.0936

AlogP: 3.10

#Rotatable Bonds: 3

Polar Surface Area: 47.04

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.29

CX LogP: 1.85

CX LogD: -0.88

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.66

References

1. Atobe M, Serizawa T, Yamakawa N, Takaba K, Nagano Y, Yamaura T, Tanaka E, Tazumi A, Bito S, Ishiguro M, Kawanishi M..  (2020)  Discovery of 4,6- and 5,7-Disubstituted Isoquinoline Derivatives as a Novel Class of Protein Kinase C ζ Inhibitors with Fragment-Merging Strategy.,  63  (13): [PMID:32551607] [10.1021/acs.jmedchem.0c00449]

Source

Source(1):

• Scientific Literature