(S)-7-(4-Amino-2-fluorophenyl)-N-(azepan-3-yl)isoquinolin-5-amine

ID: ALA4635482

PubChem CID: 156014126

Max Phase: Preclinical

Molecular Formula: C21H23FN4

Molecular Weight: 350.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2cc(N[C@H]3CCCCNC3)c3ccncc3c2)c(F)c1

Standard InChI:  InChI=1S/C21H23FN4/c22-20-11-16(23)4-5-18(20)14-9-15-12-25-8-6-19(15)21(10-14)26-17-3-1-2-7-24-13-17/h4-6,8-12,17,24,26H,1-3,7,13,23H2/t17-/m0/s1

Standard InChI Key:  NTJHXOPWIGBYGG-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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    6.3655   -6.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575   -6.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6575   -7.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3680   -7.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0738   -7.3051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0738   -6.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -7.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2356   -7.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2330   -6.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409   -6.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409   -5.2545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2328   -4.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099   -4.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555   -3.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677   -3.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4290   -4.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8028   -5.2120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6091   -5.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -7.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5272   -8.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -8.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091   -8.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1069   -7.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8151   -7.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8151   -6.4860    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011   -8.9441    0.0000 N   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
 10 11  1  0
 12 11  1  6
 13 12  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  0
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 18 17  1  0
 12 18  1  0
 19  8  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 24 25  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4635482

   ---

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: 350.44

Molecular Weight (Monoisotopic): 350.1907

AlogP: 4.18

#Rotatable Bonds: 3

Polar Surface Area: 62.97

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.84

CX LogP: 2.72

CX LogD: 0.34

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -0.65

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