7-(Furan-3-yl)-4-aza-7,9-dideazaadenosine

ID: ALA4642282

PubChem CID: 156016666

Max Phase: Preclinical

Molecular Formula: C15H16N4O5

Molecular Weight: 332.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnn2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc(-c3ccoc3)c12

Standard InChI:  InChI=1S/C15H16N4O5/c16-15-11-8(7-1-2-23-5-7)3-9(19(11)18-6-17-15)14-13(22)12(21)10(4-20)24-14/h1-3,5-6,10,12-14,20-22H,4H2,(H2,16,17,18)/t10-,12-,13-,14+/m1/s1

Standard InChI Key:  DNVDVLAZRSLHRN-ZRJCITRHSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   22.8689   -6.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6903   -6.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9446   -5.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2817   -5.2003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6188   -5.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3878   -7.1320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1739   -7.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8374   -5.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7263   -5.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2262   -5.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8076   -4.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9863   -4.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0591   -5.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3931   -5.9120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4772   -6.7266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2267   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8930   -6.5763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8055   -5.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4698   -5.2776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2893   -3.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1032   -3.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3573   -3.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6971   -2.7388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0351   -3.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  6
  2  7  1  6
  5  8  1  1
  3  9  1  1
  8 10  1  0
  9 14  1  0
 13 11  2  0
 11 12  1  0
 12  9  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 18 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642282

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 332.32

Molecular Weight (Monoisotopic): 332.1121

AlogP: -0.27

#Rotatable Bonds: 3

Polar Surface Area: 139.27

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.71

CX Basic pKa: 0.56

CX LogP: -0.86

CX LogD: -0.86

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: 0.77

References

1. Li Q, Groaz E, Persoons L, Daelemans D, Herdewijn P..  (2020)  Synthesis and Antitumor Activity of C-7-Alkynylated and Arylated Pyrrolotriazine C-Ribonucleosides.,  11  (8): [PMID:32832030] [10.1021/acsmedchemlett.0c00269]

Source

Source(1):

• Scientific Literature