6-isoinosine

ID: ALA4762547

PubChem CID: 162659639

Max Phase: Preclinical

Molecular Formula: C10H12N4O5

Molecular Weight: 268.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1ncc2ncn([C@@H]3O[C@@H](CO)[C@H](O)[C@@H]3O)c2[nH]1

Standard InChI:  InChI=1S/C10H12N4O5/c15-2-5-6(16)7(17)9(19-5)14-3-12-4-1-11-10(18)13-8(4)14/h1,3,5-7,9,15-17H,2H2,(H,11,13,18)/t5-,6-,7-,9+/m0/s1

Standard InChI Key:  PFUVWXNGEZZGDC-BMLSCUAFSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   14.5838  -20.4219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2955  -20.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2955  -19.1922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5838  -18.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8722  -20.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8677  -19.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0825  -18.9391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6002  -19.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0898  -20.2737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0048  -20.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8408  -21.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0636  -21.3189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0681  -22.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8534  -22.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3314  -21.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4034  -22.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6485  -22.3032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1553  -21.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1110  -23.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  2 10  2  0
 11  9  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 13 16  1  6
 16 17  1  0
 15 18  1  1
 14 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4762547

   ---

Molecule Features

Natural Product: Yes

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: 268.23

Molecular Weight (Monoisotopic): 268.0808

AlogP: -2.27

#Rotatable Bonds: 2

Polar Surface Area: 133.49

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.82

CX Basic pKa: 2.84

CX LogP: -1.75

CX LogD: -1.75

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.48

Np Likeness Score: 1.10

References

1. Ge H,Shi M,Ma M,Lian XY,Zhang Z.  (2021)  Evaluation of the antiproliferative activity of 106 marine microbial metabolites against human lung cancer cells and potential antiproliferative mechanism of purpuride G.,  39  [PMID:33691166] [10.1016/j.bmcl.2021.127915]

Source

Source(1):

• Scientific Literature