6'(S)-9-(5',6',7'-Deoxy-6'-amine-7'-cyclopropyl-beta-D-heptafuranoside-1')adenine

ID: ALA4095401

PubChem CID: 132609265

Max Phase: Preclinical

Molecular Formula: C15H22N6O3

Molecular Weight: 334.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[C@@H](N)CC2CC2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C15H22N6O3/c16-8(3-7-1-2-7)4-9-11(22)12(23)15(24-9)21-6-20-10-13(17)18-5-19-14(10)21/h5-9,11-12,15,22-23H,1-4,16H2,(H2,17,18,19)/t8-,9+,11+,12+,15+/m0/s1

Standard InChI Key:  TXEVEOUTGGOOQY-OPYVMVOTSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   41.5048  -13.7848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0194  -15.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2443  -15.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0674  -13.6389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7466  -14.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5157  -14.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7031  -14.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4277  -14.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6362  -13.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0464  -14.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2538  -14.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2485  -15.2805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5153  -12.9176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6972  -12.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8295  -13.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2041  -14.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3513  -15.0109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.1234  -15.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7486  -14.7511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5982  -13.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2192  -13.4170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6667  -14.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8751  -15.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4435  -15.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0
  8  7  1  0
  4  5  1  0
  7  6  1  0
  5  6  1  0
  8  9  1  1
  5  1  1  1
  6  2  1  6
  7  3  1  6
  9 10  1  0
 10 11  1  0
 10 12  1  1
  1 16  1  0
 15 13  1  0
 13 14  2  0
 14  1  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 20 21  1  0
 11 22  1  0
 23 22  1  0
 24 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095401

   ---

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: 334.38

Molecular Weight (Monoisotopic): 334.1753

AlogP: -0.45

#Rotatable Bonds: 5

Polar Surface Area: 145.33

Molecular Species: BASE

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.48

CX Basic pKa: 10.07

CX LogP: -0.93

CX LogD: -3.44

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.57

Np Likeness Score: 1.07

References

1. Liu Q, Cai X, Yang D, Chen Y, Wang Y, Shao L, Wang MW..  (2017)  Cycloalkane analogues of sinefungin as EHMT1/2 inhibitors.,  25  (17): [PMID:28739157] [10.1016/j.bmc.2017.06.032]

Source

Source(1):

• Scientific Literature