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

ID: ALA4103578

PubChem CID: 132609264

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-/m1/s1

Standard InChI Key:  TXEVEOUTGGOOQY-NENBDWHOSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   41.2241   -3.8423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7388   -5.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9636   -5.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7868   -3.6964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4659   -4.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2350   -4.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4225   -4.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1471   -4.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3556   -3.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7657   -4.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9732   -4.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9678   -5.3381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2346   -2.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4165   -3.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5489   -3.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9234   -4.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0706   -5.0684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8427   -5.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4680   -4.8086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3176   -4.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9385   -3.4745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3861   -4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5944   -5.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1629   -5.6761    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  6
  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:

   

   ALA4103578

   ---

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