6-[(3S)-pyrrolidin-3-yl]oxyisoquinoline

ID: ALA4645167

PubChem CID: 156018623

Max Phase: Preclinical

Molecular Formula: C13H14N2O

Molecular Weight: 214.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1cc2cc(O[C@H]3CCNC3)ccc2cn1

Standard InChI:  InChI=1S/C13H14N2O/c1-2-12(16-13-4-6-15-9-13)7-10-3-5-14-8-11(1)10/h1-3,5,7-8,13,15H,4,6,9H2/t13-/m0/s1

Standard InChI Key:  UWNKRNQWEDZCFZ-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
   17.1142   -5.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8222   -5.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5305   -5.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5305   -6.8060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8248   -7.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1142   -6.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4049   -7.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6923   -6.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6898   -5.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3976   -5.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9817   -5.5830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2736   -5.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1885   -6.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3869   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9754   -6.2687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5229   -5.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  1 10  1  0
  9 11  1  0
 12 11  1  1
 13 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645167

   ---

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: 214.27

Molecular Weight (Monoisotopic): 214.1106

AlogP: 1.98

#Rotatable Bonds: 2

Polar Surface Area: 34.15

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.29

CX LogP: 1.17

CX LogD: -1.57

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: -0.21

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]

2. de Esch IJP, Erlanson DA, Jahnke W, Johnson CN, Walsh L..  (2022)  Fragment-to-Lead Medicinal Chemistry Publications in 2020.,  65  (1.0): [PMID:34928151] [10.1021/acs.jmedchem.1c01803]

Source

Source(1):

• Scientific Literature