7-Phenyl-4-aza-7,9-dideazaadenosine

ID: ALA4638439

PubChem CID: 156011415

Max Phase: Preclinical

Molecular Formula: C17H18N4O4

Molecular Weight: 342.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnn2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc(-c3ccccc3)c12

Standard InChI:  InChI=1S/C17H18N4O4/c18-17-13-10(9-4-2-1-3-5-9)6-11(21(13)20-8-19-17)16-15(24)14(23)12(7-22)25-16/h1-6,8,12,14-16,22-24H,7H2,(H2,18,19,20)/t12-,14-,15-,16+/m1/s1

Standard InChI Key:  JSZDOJWBOJQLPQ-MIGQKNRLSA-N

Molfile:  

 
     RDKit          2D

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   25.2545  -18.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0758  -18.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3302  -17.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6672  -17.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0043  -17.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7733  -19.0267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5595  -19.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2229  -17.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1118  -17.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6117  -17.8761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1932  -16.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3719  -16.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4446  -17.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7786  -17.8067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8627  -18.6213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6123  -18.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2785  -18.4709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1910  -17.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8554  -17.1723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6749  -15.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4876  -15.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9691  -15.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6383  -14.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8213  -14.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3434  -15.1430    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  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4638439

   ---

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: 342.36

Molecular Weight (Monoisotopic): 342.1328

AlogP: 0.13

#Rotatable Bonds: 3

Polar Surface Area: 126.13

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.71

CX Basic pKa: 0.62

CX LogP: 0.00

CX LogD: 0.00

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: 0.53

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