SID57288041

ID: ALA1711489

PubChem CID: 25181302

Max Phase: Preclinical

Molecular Formula: C23H27N3OS

Molecular Weight: 393.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(N2CCC(C(O)c3ccccc3)CC2)c2c3c(sc2n1)CCCC3

Standard InChI:  InChI=1S/C23H27N3OS/c1-15-24-22(20-18-9-5-6-10-19(18)28-23(20)25-15)26-13-11-17(12-14-26)21(27)16-7-3-2-4-8-16/h2-4,7-8,17,21,27H,5-6,9-14H2,1H3

Standard InChI Key:  SLVFFAQMKWGIAS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   -1.4713   -1.0597    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3335    4.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617    1.6075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -0.7463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002    0.6514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039   -0.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5068    0.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5551   -0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4359    0.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9457   -0.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687    1.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2097    2.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2716    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428    0.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4978   -0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    2.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4646    3.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    3.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621   -0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9745    4.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295    5.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676    4.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774    5.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3845    5.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1295    5.8007    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  1  0
  3  9  1  0
  3 14  1  0
  3 15  1  0
  4  8  1  0
  4 11  2  0
  5  9  2  0
  5 11  1  0
  6  7  1  0
  6  8  2  0
  6  9  1  0
  7 10  2  0
  7 12  1  0
 10 13  1  0
 11 22  1  0
 12 17  1  0
 13 18  1  0
 14 19  1  0
 15 20  1  0
 16 19  1  0
 16 20  1  0
 16 21  1  0
 17 18  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 24 26  1  0
 25 27  2  0
 26 28  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1711489

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

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: 393.56

Molecular Weight (Monoisotopic): 393.1875

AlogP: 4.83

#Rotatable Bonds: 3

Polar Surface Area: 49.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.70

CX LogP: 5.70

CX LogD: 5.70

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.70

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