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

ID: ALA4641079

PubChem CID: 156015623

Max Phase: Preclinical

Molecular Formula: C15H16N4O4S

Molecular Weight: 348.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnn2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc(-c3ccsc3)c12

Standard InChI:  InChI=1S/C15H16N4O4S/c16-15-11-8(7-1-2-24-5-7)3-9(19(11)18-6-17-15)14-13(22)12(21)10(4-20)23-14/h1-3,5-6,10,12-14,20-22H,4H2,(H2,16,17,18)/t10-,12-,13-,14+/m1/s1

Standard InChI Key:  NJZNRDNBXVDDEO-ZRJCITRHSA-N

Molfile:  

 
     RDKit          2D

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    3.6526  -15.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739  -15.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7283  -14.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653  -14.3751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4024  -14.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1714  -16.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9576  -16.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210  -14.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5099  -14.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098  -15.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5912  -13.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7699  -13.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427  -14.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1767  -15.0868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2608  -15.9014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0104  -16.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6766  -15.7511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5891  -14.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2534  -14.4525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0729  -13.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8868  -13.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1409  -12.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4807  -11.9136    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8187  -12.3927    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:

   

   ALA4641079

   ---

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: 348.38

Molecular Weight (Monoisotopic): 348.0892

AlogP: 0.19

#Rotatable Bonds: 3

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: 12.71

CX Basic pKa: 0.59

CX LogP: -0.22

CX LogD: -0.22

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -0.11

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