(S)-4-(Furan-3-yl)-6-(pyrrolidin-3-yloxy)isoquinoline

ID: ALA4649829

PubChem CID: 156021863

Max Phase: Preclinical

Molecular Formula: C17H16N2O2

Molecular Weight: 280.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1cc(-c2cncc3ccc(O[C@H]4CCNC4)cc23)co1

Standard InChI:  InChI=1S/C17H16N2O2/c1-2-14(21-15-3-5-18-9-15)7-16-12(1)8-19-10-17(16)13-4-6-20-11-13/h1-2,4,6-8,10-11,15,18H,3,5,9H2/t15-/m0/s1

Standard InChI Key:  LWGSEHQJZNMKIO-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   20.5205  -10.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8125  -10.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8125  -11.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5231  -11.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2288  -11.5729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2288  -10.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1032  -11.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3906  -11.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3880  -10.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1001  -10.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6800  -10.3458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9719  -10.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8868  -11.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0852  -11.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6737  -11.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2212  -10.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5205   -9.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8596   -9.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1135   -8.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9317   -8.2698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1814   -9.0474    0.0000 C   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  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649829

   ---

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: 280.33

Molecular Weight (Monoisotopic): 280.1212

AlogP: 3.24

#Rotatable Bonds: 3

Polar Surface Area: 47.29

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.29

CX LogP: 1.96

CX LogD: -0.78

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: 0.18

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