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

ID: ALA5269564

Max Phase: Preclinical

Molecular Formula: C20H19N3OS

Molecular Weight: 349.46

Names and Identifiers

Canonical SMILES:  NC[C@@H](c1ccccc1)N1CCc2c(-c3cccnc3)csc2C1=O

Standard InChI:  InChI=1S/C20H19N3OS/c21-11-18(14-5-2-1-3-6-14)23-10-8-16-17(13-25-19(16)20(23)24)15-7-4-9-22-12-15/h1-7,9,12-13,18H,8,10-11,21H2/t18-/m0/s1

Standard InChI Key:  XFQSGUURGVJNCH-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

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   -0.2848   -0.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -0.9100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4271    0.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1391   -0.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436   -0.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4274   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9987   -1.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9262   -1.1560    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9189    0.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4054   -0.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324    0.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5492    1.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7629    2.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5599    2.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1415    1.9817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327    1.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9987   -2.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7131   -2.5610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -1.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403   -0.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1414   -0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4320    0.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150   -0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  5  4  1  0
  3  6  1  0
  5  6  2  0
  3  7  2  0
  2  8  1  0
  8  9  1  0
  6 10  1  0
  5 11  1  0
 11 12  2  0
 12 10  1  0
 13 11  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 13 18  1  0
 18 17  2  0
  8 19  1  1
 19 20  1  0
 21  9  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
  9 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269564

   ---

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: 349.46

Molecular Weight (Monoisotopic): 349.1249

AlogP: 3.51

#Rotatable Bonds: 4

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: 8.73

CX LogP: 2.64

CX LogD: 1.30

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -0.97

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