7-((E)-Styryl)-4-aza-7,9-dideazaadenosine

ID: ALA4649297

PubChem CID: 156021540

Max Phase: Preclinical

Molecular Formula: C19H20N4O4

Molecular Weight: 368.39

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H20N4O4/c20-19-15-12(7-6-11-4-2-1-3-5-11)8-13(23(15)22-10-21-19)18-17(26)16(25)14(9-24)27-18/h1-8,10,14,16-18,24-26H,9H2,(H2,20,21,22)/b7-6+/t14-,16-,17-,18+/m1/s1

Standard InChI Key:  SLEURXSVSUEDBN-LKKVPXNQSA-N

Molfile:  

 
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   33.4744   -5.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8114   -5.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.5889   -5.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9228   -6.0234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0070   -6.8380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9996   -5.3891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8191   -4.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6316   -4.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1133   -3.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9251   -3.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4067   -2.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0759   -2.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4649297

   ---

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: 368.39

Molecular Weight (Monoisotopic): 368.1485

AlogP: 0.64

#Rotatable Bonds: 4

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: 0.41

CX LogP: 0.70

CX LogD: 0.70

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: 0.61

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