7-(Pent-1-yn-1-yl)-4-aza-7,9-dideazaadenosine

ID: ALA4641965

PubChem CID: 156016908

Max Phase: Preclinical

Molecular Formula: C16H20N4O4

Molecular Weight: 332.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC#Cc1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)n2ncnc(N)c12

Standard InChI:  InChI=1S/C16H20N4O4/c1-2-3-4-5-9-6-10(20-12(9)16(17)18-8-19-20)15-14(23)13(22)11(7-21)24-15/h6,8,11,13-15,21-23H,2-3,7H2,1H3,(H2,17,18,19)/t11-,13-,14-,15+/m1/s1

Standard InChI Key:  ODOGHCIPJNPLNR-NGFQHRJXSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.4532   -7.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746   -7.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5289   -6.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8660   -6.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2031   -6.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9721   -7.9410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7583   -7.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4217   -6.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3106   -6.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105   -6.7904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3919   -5.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5706   -5.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6434   -6.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9774   -6.7209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0615   -7.5355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8111   -7.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4773   -7.3852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3898   -6.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0541   -6.0866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8736   -4.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3579   -4.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8402   -3.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6527   -3.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1350   -2.9069    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  3  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4641965

   ---

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: 332.36

Molecular Weight (Monoisotopic): 332.1485

AlogP: -0.38

#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: 12.70

CX Basic pKa: ┄

CX LogP: 0.23

CX LogD: 0.23

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: 0.73

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