(S)-3-Amino-7-methyl-2-(2-pyrrolidin-1-yl-ethylsulfanyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

ID: ALA4434775

PubChem CID: 28361735

Max Phase: Preclinical

Molecular Formula: C17H24N4OS2

Molecular Weight: 364.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1CCc2c(sc3nc(SCCN4CCCC4)n(N)c(=O)c23)C1

Standard InChI:  InChI=1S/C17H24N4OS2/c1-11-4-5-12-13(10-11)24-15-14(12)16(22)21(18)17(19-15)23-9-8-20-6-2-3-7-20/h11H,2-10,18H2,1H3/t11-/m0/s1

Standard InChI Key:  JWIHJQJNIKCKKN-NSHDSACASA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   39.8284  -16.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8284  -17.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5404  -18.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5404  -16.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1126  -16.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2525  -16.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2570  -17.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0324  -16.7225    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.5190  -17.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0373  -18.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3708  -18.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1870  -18.8821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6687  -18.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3342  -17.4648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8860  -19.4630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.4893  -18.3025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   44.9738  -17.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7944  -17.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2789  -17.0524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   47.1039  -17.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.3583  -16.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6904  -15.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0235  -16.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5228  -19.6357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  7  1  0
  6  4  1  0
  1  5  1  6
  6  7  2  0
  7 10  1  0
  9  8  1  0
  8  6  1  0
  9 10  2  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 11 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 12 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4434775

   (7S)-3-amino-7-methyl-2-(2-pyrrolidin-1-ylethylsulfanyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one

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: 364.54

Molecular Weight (Monoisotopic): 364.1392

AlogP: 2.48

#Rotatable Bonds: 4

Polar Surface Area: 64.15

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.67

CX LogP: 3.83

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: -2.28

References

1. Wu DM, Wang YJ, Fan SH, Zhang ZF, Shan Q, Lu J, Chen GQ, Zheng YL..  (2019)  High-throughput screening of novel pyruvate dehydrogenase kinases inhibitors and biological evaluation of their in vitro and in vivo antiproliferative activity.,  164  [PMID:30597326] [10.1016/j.ejmech.2018.12.051]

2. Wu DM, Wang YJ, Fan SH, Zhang ZF, Shan Q, Lu J, Chen GQ, Zheng YL..  (2019)  High-throughput screening of novel pyruvate dehydrogenase kinases inhibitors and biological evaluation of their in vitro and in vivo antiproliferative activity.,  164  [PMID:30597326] [10.1016/j.ejmech.2018.12.051]

Source

Source(1):

• Scientific Literature