rac-7-Hydroxymethyl-11-methyl-8,9-dithia-5,11-diaza-tricyclo[5.2.2.0*1,5*]undecane-6,10-dione

ID: ALA2315521

PubChem CID: 71566707

Max Phase: Preclinical

Molecular Formula: C9H12N2O3S2

Molecular Weight: 260.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)C23CCCN2C(=O)C1(CO)SS3

Standard InChI:  InChI=1S/C9H12N2O3S2/c1-10-6(13)8-3-2-4-11(8)7(14)9(10,5-12)16-15-8/h12H,2-5H2,1H3

Standard InChI Key:  KZPTVUZXCYSPEZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
   15.7000  -14.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6241  -13.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1802  -14.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4248  -13.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4650  -14.4177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1952  -14.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8899  -14.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8498  -13.5236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1149  -13.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0735  -12.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2342  -15.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5443  -13.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6237  -14.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6627  -15.5515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2493  -13.5927    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8324  -14.3056    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  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2315521

   7-(Hydroxymethyl)-11-methyl-8,9-dithia-5,11-diazatricyclo[5.2.2.01,5]undecane-6,10-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: 260.34

Molecular Weight (Monoisotopic): 260.0289

AlogP: -0.14

#Rotatable Bonds: 1

Polar Surface Area: 60.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.31

CX LogD: 0.31

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 1.99

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