rac-7-Hydroxymethyl-12-methyl-8,9,10-trithia-5,12-diaza-tricyclo[5.3.2.0*1,5*]dodecane-6,11-dione

ID: ALA2315522

PubChem CID: 71718585

Max Phase: Preclinical

Molecular Formula: C9H12N2O3S3

Molecular Weight: 292.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)C23CCCN2C(=O)C1(CO)SSS3

Standard InChI:  InChI=1S/C9H12N2O3S3/c1-10-6(13)8-3-2-4-11(8)7(14)9(10,5-12)16-17-15-8/h12H,2-5H2,1H3

Standard InChI Key:  WOHIVNUWTATVAI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   20.5136  -15.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4378  -13.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9939  -14.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2384  -13.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2785  -14.7206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0087  -15.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7034  -14.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6632  -13.8266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9284  -13.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8870  -12.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0478  -15.9205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3577  -13.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4370  -15.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4761  -15.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0629  -13.8957    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.4709  -14.2792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0588  -14.7169    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  1  0
  3  1  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  6 11  2  0
  8 12  1  0
  7 13  1  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2315522

   7-(Hydroxymethyl)-12-methyl-8,9,10-trithia-5,12-diazatricyclo[5.3.2.01,5]dodecane-6,11-dione

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: 292.41

Molecular Weight (Monoisotopic): 292.0010

AlogP: 0.51

#Rotatable Bonds: 1

Polar Surface Area: 60.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.90

CX LogD: 0.90

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.71

Np Likeness Score: 2.08

References

1. Fujishiro S, Dodo K, Iwasa E, Teng Y, Sohtome Y, Hamashima Y, Ito A, Yoshida M, Sodeoka M..  (2013)  Epidithiodiketopiperazine as a pharmacophore for protein lysine methyltransferase G9a inhibitors: reducing cytotoxicity by structural simplification.,  23  (3): [PMID:23266120] [10.1016/j.bmcl.2012.11.087]

Source

Source(1):

• Scientific Literature