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

ID: ALA4085649

PubChem CID: 137648735

Max Phase: Preclinical

Molecular Formula: C16H24N6O3

Molecular Weight: 348.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[C@H](N)CC2CCC2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H24N6O3/c17-9(4-8-2-1-3-8)5-10-12(23)13(24)16(25-10)22-7-21-11-14(18)19-6-20-15(11)22/h6-10,12-13,16,23-24H,1-5,17H2,(H2,18,19,20)/t9-,10-,12-,13-,16-/m1/s1

Standard InChI Key:  YSZDHMTXZIMIIL-ZGOQAQPGSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   30.0723   -4.1683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5870   -5.9255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8119   -5.9755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6350   -4.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3142   -4.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0832   -5.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2707   -5.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9953   -4.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2038   -4.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6140   -4.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8214   -4.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8160   -5.6641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0829   -3.3011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2647   -3.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3971   -4.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7717   -4.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9189   -5.3945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6909   -5.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3162   -5.1346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1658   -4.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7868   -3.8006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2343   -5.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4193   -5.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4061   -6.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2232   -6.0311    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
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4085649

   ---

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: 348.41

Molecular Weight (Monoisotopic): 348.1910

AlogP: -0.06

#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: -0.49

CX LogD: -3.00

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: 1.05

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