SID85281103

ID: ALA1714020

PubChem CID: 17415585

Max Phase: Preclinical

Molecular Formula: C22H23N3OS

Molecular Weight: 377.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)C1CCN(c2ncnc3sc4c(c23)CCCC4)CC1

Standard InChI:  InChI=1S/C22H23N3OS/c26-20(15-6-2-1-3-7-15)16-10-12-25(13-11-16)21-19-17-8-4-5-9-18(17)27-22(19)24-14-23-21/h1-3,6-7,14,16H,4-5,8-13H2

Standard InChI Key:  IWMFDPGHTVHDJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.1865    4.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6147    1.6206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4472    0.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501   -0.7332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118    0.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368    0.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -0.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3597    0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9917   -0.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2888    0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7987   -0.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022   -0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4216    1.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626    2.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    3.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958    0.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    2.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    3.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3507   -0.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3795    3.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8275    4.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0824    5.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0205    4.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    5.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316    5.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766    5.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  1 10  1  0
  2 21  2  0
  3  9  1  0
  3 14  1  0
  3 15  1  0
  4  9  2  0
  4 13  1  0
  5  8  1  0
  5 13  2  0
  6  7  1  0
  6  8  2  0
  6  9  1  0
  7 10  2  0
  7 11  1  0
 10 12  1  0
 11 17  1  0
 12 20  1  0
 14 18  1  0
 15 19  1  0
 16 18  1  0
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 16 21  1  0
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 21 22  1  0
 22 23  2  0
 22 24  1  0
 23 25  1  0
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 25 27  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1714020

   Phenyl-[1-(5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl]methanone

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: 377.51

Molecular Weight (Monoisotopic): 377.1562

AlogP: 4.67

#Rotatable Bonds: 3

Polar Surface Area: 46.09

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.68

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -1.85

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