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

ID: ALA4085220

PubChem CID: 137648048

Max Phase: Preclinical

Molecular Formula: C19H30N6O3

Molecular Weight: 390.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H30N6O3/c1-2-24(8-12-6-4-3-5-7-12)9-13-15(26)16(27)19(28-13)25-11-23-14-17(20)21-10-22-18(14)25/h10-13,15-16,19,26-27H,2-9H2,1H3,(H2,20,21,22)/t13-,15-,16-,19-/m1/s1

Standard InChI Key:  DZAYJPVGZMWXBO-NVQRDWNXSA-N

Molfile:  

     RDKit          2D

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   22.6574  -26.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8822  -26.5373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7054  -24.5843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3846  -25.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1536  -25.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3411  -25.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0657  -25.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2742  -24.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6844  -25.4340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8918  -25.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8864  -26.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1532  -23.8630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3351  -23.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4675  -24.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8420  -25.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9892  -25.9563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7613  -26.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3866  -25.6965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2362  -24.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8572  -24.3624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3047  -25.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5149  -25.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9291  -26.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1238  -26.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9101  -27.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5015  -26.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3017  -26.7968    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
 12 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4085220

   ---

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: 390.49

Molecular Weight (Monoisotopic): 390.2379

AlogP: 0.93

#Rotatable Bonds: 6

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: 9.16

CX LogP: 1.09

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: 0.25

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