SID57287833

ID: ALA1723042

Cas Number: 866020-40-8

PubChem CID: 1478193

Max Phase: Preclinical

Molecular Formula: C20H21N3O2S

Molecular Weight: 367.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc2c(N3CCC(Cc4ccccc4)CC3)ncnc2s1

Standard InChI:  InChI=1S/C20H21N3O2S/c1-25-20(24)17-12-16-18(21-13-22-19(16)26-17)23-9-7-15(8-10-23)11-14-5-3-2-4-6-14/h2-6,12-13,15H,7-11H2,1H3

Standard InChI Key:  WXGSTWTUMFGESK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -0.6458    4.3613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682    4.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682    2.9794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533    2.0439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    3.2814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533    4.5189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1389    3.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533    2.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1389    4.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307    3.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458    3.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557    3.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    4.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    1.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1389    1.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    0.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1389    0.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8533   -0.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1389   -0.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1932    4.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1389   -1.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5756   -0.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5756   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901   -0.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901   -1.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  1 10  1  0
  2 12  1  0
  2 21  1  0
  3 12  2  0
  4  8  1  0
  4 14  1  0
  4 15  1  0
  5  8  2  0
  5 13  1  0
  6  9  1  0
  6 13  2  0
  7  8  1  0
  7  9  2  0
  7 11  1  0
 10 11  2  0
 10 12  1  0
 14 17  1  0
 15 18  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 22  2  0
 20 23  1  0
 22 24  1  0
 23 25  2  0
 24 26  2  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1723042

   Methyl 4-(4-benzylpiperidino)thieno[2,3-d]pyrimidine-6-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 367.47

Molecular Weight (Monoisotopic): 367.1354

AlogP: 3.94

#Rotatable Bonds: 4

Polar Surface Area: 55.32

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.91

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.38

References

1. PubChem BioAssay data set, 

2. Zhou, Haibin and 18 more authors.  2019-12-26  Structure-Based Discovery of SD-36 as a Potent, Selective, and Efficacious PROTAC Degrader of STAT3 Protein.  [PMID:31747516]

Source

Source(1):

• PubChem BioAssays