(R)-6-(1-Amino-3,3-dimethylbutan-2-yl)-3-(pyridin-3-yl)-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one

ID: ALA5265996

Max Phase: Preclinical

Molecular Formula: C18H23N3OS

Molecular Weight: 329.47

Names and Identifiers

Canonical SMILES:  CC(C)(C)[C@H](CN)N1CCc2c(-c3cccnc3)csc2C1=O

Standard InChI:  InChI=1S/C18H23N3OS/c1-18(2,3)15(9-19)21-8-6-13-14(11-23-16(13)17(21)22)12-5-4-7-20-10-12/h4-5,7,10-11,15H,6,8-9,19H2,1-3H3/t15-/m0/s1

Standard InChI Key:  YNMZYUGQGZCQGQ-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -0.6418   -0.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418   -0.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7867   -0.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7822   -0.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702    0.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5620    0.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0484   -0.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.1561    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7755    0.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1923    1.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4059    2.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2030    2.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    1.9818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758    1.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0706   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3556   -1.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0707   -0.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3556   -2.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701   -2.5611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845   -1.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568   -0.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6534   -0.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  2  0
  5  6  1  0
  1  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  1  0
 10  7  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
  3 16  2  0
  2 17  1  0
 17 18  1  0
 17 19  1  1
 19 20  1  0
 21 18  1  0
 18 22  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5265996

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.47

Molecular Weight (Monoisotopic): 329.1562

AlogP: 3.18

#Rotatable Bonds: 3

Polar Surface Area: 59.22

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.16

CX LogP: 2.54

CX LogD: 0.79

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.94

Np Likeness Score: -0.72

References

1. Tanaka Y, Kurasawa O, Yokota A, Klein MG, Saito B, Matsumoto S, Okaniwa M, Ambrus-Aikelin G, Uchiyama N, Morishita D, Kimura H, Imamura S..  (2020)  New Series of Potent Allosteric Inhibitors of Deoxyhypusine Synthase.,  11  (8.0): [PMID:34345355] [10.1021/acsmedchemlett.0c00331]

Source

Source(1):

• Scientific Literature