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

ID: ALA4095823

PubChem CID: 137652685

Max Phase: Preclinical

Molecular Formula: C17H26N6O3

Molecular Weight: 362.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[C@H](N)CC2CCCC2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H26N6O3/c18-10(5-9-3-1-2-4-9)6-11-13(24)14(25)17(26-11)23-8-22-12-15(19)20-7-21-16(12)23/h7-11,13-14,17,24-25H,1-6,18H2,(H2,19,20,21)/t10-,11-,13-,14-,17-/m1/s1

Standard InChI Key:  CXQUQMCSPKYDHP-RSUGUSAISA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   19.5149   -4.2633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0296   -6.0204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2544   -6.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0775   -4.1174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7567   -4.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5258   -5.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7133   -5.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4378   -4.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6464   -4.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0565   -4.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2639   -4.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2586   -5.7590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5254   -3.3960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7073   -3.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8397   -4.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2142   -4.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3614   -5.4894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1335   -5.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7587   -5.2296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6084   -4.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2293   -3.8955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6769   -5.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8729   -5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4902   -5.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0587   -6.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7926   -6.1160    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 26  1  0
 26 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095823

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.2066

AlogP: 0.33

#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: -0.04

CX LogD: -2.55

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: 0.99

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