5'-O-valproyl-3'-C-methyladenosine

ID: ALA3337770

Chembl Id: CHEMBL3337770

PubChem CID: 118714909

Max Phase: Preclinical

Molecular Formula: C19H29N5O5

Molecular Weight: 407.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(CCC)C(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@]1(C)O

Standard InChI:  InChI=1S/C19H29N5O5/c1-4-6-11(7-5-2)18(26)28-8-12-19(3,27)14(25)17(29-12)24-10-23-13-15(20)21-9-22-16(13)24/h9-12,14,17,25,27H,4-8H2,1-3H3,(H2,20,21,22)/t12-,14+,17-,19-/m1/s1

Standard InChI Key:  VBGFTSHPFCLKEF-MEQBGZRUSA-N

Alternative Forms

1. Parent:

   

   ALA3337770

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 407.47

Molecular Weight (Monoisotopic): 407.2169

AlogP: 1.18

#Rotatable Bonds: 8

Polar Surface Area: 145.61

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.32

CX Basic pKa: 3.94

CX LogP: 1.65

CX LogD: 1.65

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: 0.88

References

1. Petrelli R, Meli M, Vita P, Torquati I, Ferro A, Vodnala M, D'Alessandro N, Tolomeo M, Del Bello F, Kusumanchi P, Franchetti P, Grifantini M, Jayaram HN, Hofer A, Cappellacci L..  (2014)  From the covalent linkage of drugs to novel inhibitors of ribonucleotide reductase: synthesis and biological evaluation of valproic esters of 3'-C-methyladenosine.,  24  (22): [PMID:25304896] [10.1016/j.bmcl.2014.09.046]

Source

Source(1):

• Scientific Literature