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

ID: ALA4089220

PubChem CID: 137643972

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+/m0/s1

Standard InChI Key:  CXQUQMCSPKYDHP-YRGUDCOPSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   19.7955  -14.2058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3102  -15.9629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5351  -16.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3582  -14.0599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0374  -14.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8064  -15.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9939  -15.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7185  -14.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9270  -14.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3372  -14.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5446  -14.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5392  -15.7015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8061  -13.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9879  -13.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1203  -14.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4949  -14.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6421  -15.4319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4141  -15.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0394  -15.1721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8890  -14.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5100  -13.8380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9575  -15.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1535  -15.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7709  -15.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3394  -16.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0733  -16.0585    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  1
  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:

   

   ALA4089220

   ---

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