8-aza-nebularine

ID: ALA1651380

Cas Number: 38874-46-3

PubChem CID: 10106291

Max Phase: Preclinical

Molecular Formula: C9H11N5O4

Molecular Weight: 253.22

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 8-Aza-Nebularine | 8-Azanebularine|8-Aza-Nebularine|CHEMBL1651380|38874-46-3|EX-A7845Y|BDBM50335313|HY-145442|CS-0374337|(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(triazolo[4,5-d]pyrimidin-3-yl)tetrahydrofuran-3,4-diol|(2R,3S,4R,5R)-2-(hydroxymethyl)-5-{3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl}oxolane-3,4-diol

Canonical SMILES:  OC[C@H]1O[C@@H](n2nnc3cncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C9H11N5O4/c15-2-5-6(16)7(17)9(18-5)14-8-4(12-13-14)1-10-3-11-8/h1,3,5-7,9,15-17H,2H2/t5-,6-,7-,9-/m1/s1

Standard InChI Key:  XOUCEKYAMMLQRC-JXOAFFINSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    4.4366  -11.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616  -11.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5166  -10.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8491  -10.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818  -10.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4650  -10.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494  -10.9202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0150  -12.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6650  -12.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2241  -10.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9567   -9.3925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1864   -9.6826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4708  -10.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0133  -10.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3782  -11.4597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2020  -11.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6595  -10.8262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2932  -10.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  1  6
  4  5  1  0
  3 10  1  1
 10 14  1  0
  5  1  1  0
  1  2  1  0
 13 11  1  0
 11 12  2  0
 12 10  1  0
 13 14  2  0
  5  6  1  1
  6  7  1  0
  2  3  1  0
  1  8  1  6
  3  4  1  0
 13 18  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1651380

   8-AZA-NEBULARINE

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: 253.22

Molecular Weight (Monoisotopic): 253.0811

AlogP: -2.17

#Rotatable Bonds: 2

Polar Surface Area: 126.41

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.42

CX Basic pKa: ┄

CX LogP: -1.91

CX LogD: -1.91

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.55

Np Likeness Score: 0.10

References

1. Gillerman I, Fischer B..  (2011)  Investigations into the origin of the molecular recognition of several adenosine deaminase inhibitors.,  54  (1): [PMID:21138280] [10.1021/jm101286g]

Source

Source(1):

• Scientific Literature