7-(Thiophen-2-ylethynyl)-4-aza-7,9-dideazaadenosine

ID: ALA4638455

PubChem CID: 156011724

Max Phase: Preclinical

Molecular Formula: C17H16N4O4S

Molecular Weight: 372.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnn2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc(C#Cc3cccs3)c12

Standard InChI:  InChI=1S/C17H16N4O4S/c18-17-13-9(3-4-10-2-1-5-26-10)6-11(21(13)20-8-19-17)16-15(24)14(23)12(7-22)25-16/h1-2,5-6,8,12,14-16,22-24H,7H2,(H2,18,19,20)/t12-,14-,15-,16+/m1/s1

Standard InChI Key:  WACBJZYKZQUYCA-MIGQKNRLSA-N

Molfile:  

 
     RDKit          2D

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    4.6844  -18.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5057  -18.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7601  -17.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0971  -17.1940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4342  -17.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032  -19.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9894  -19.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528  -17.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417  -17.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0416  -17.9752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230  -16.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8018  -16.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8745  -17.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2085  -17.9057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2926  -18.7203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0422  -19.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7084  -18.5700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6209  -17.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2853  -17.2714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1047  -15.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5890  -15.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0714  -14.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8843  -14.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1392  -13.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4794  -13.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8170  -13.8816    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  1  6  1  6
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  3  9  1  1
  8 10  1  0
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 20 21  3  0
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 26 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4638455

   ---

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: 372.41

Molecular Weight (Monoisotopic): 372.0892

AlogP: -0.07

#Rotatable Bonds: 2

Polar Surface Area: 126.13

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: ┄

CX LogP: 0.39

CX LogD: 0.39

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: 0.23

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