N-Cyclohexylmethyl-N-methyl-5'-deoxy-5'-amino-adenosine

ID: ALA4103150

PubChem CID: 137657713

Max Phase: Preclinical

Molecular Formula: C18H28N6O3

Molecular Weight: 376.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC1CCCCC1)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H28N6O3/c1-23(7-11-5-3-2-4-6-11)8-12-14(25)15(26)18(27-12)24-10-22-13-16(19)20-9-21-17(13)24/h9-12,14-15,18,25-26H,2-8H2,1H3,(H2,19,20,21)/t12-,14-,15-,18-/m1/s1

Standard InChI Key:  RCXZRHNIFSTKKV-SCFUHWHPSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    9.8695  -24.3051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3842  -26.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6091  -26.1122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4322  -24.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1114  -24.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805  -25.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0679  -25.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7925  -24.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0010  -24.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4112  -25.0089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186  -24.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6132  -25.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8801  -23.4379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0620  -23.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1943  -24.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5689  -24.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7161  -25.5312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4882  -25.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1134  -25.2714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9630  -24.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5840  -23.9373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0315  -25.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417  -25.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6559  -25.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507  -26.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369  -26.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2283  -26.1453    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  0
  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
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103150

   ---

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: 376.46

Molecular Weight (Monoisotopic): 376.2223

AlogP: 0.54

#Rotatable Bonds: 5

Polar Surface Area: 122.55

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 8.90

CX LogP: 0.73

CX LogD: -0.77

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: 0.34

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