((2R,3R,4R,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-3,4-dihydroxy-4-methyltetrahydrofuran-2-yl)methyl dihydrogen phosphate

ID: ALA1812057

Chembl Id: CHEMBL1812057

PubChem CID: 53466218

Max Phase: Preclinical

Molecular Formula: C12H18N5O8P

Molecular Weight: 391.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(N)nc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@]1(C)O

Standard InChI:  InChI=1S/C12H18N5O8P/c1-12(19)7(18)5(3-24-26(20,21)22)25-10(12)17-4-14-6-8(17)15-11(13)16-9(6)23-2/h4-5,7,10,18-19H,3H2,1-2H3,(H2,13,15,16)(H2,20,21,22)/t5-,7-,10-,12-/m1/s1

Standard InChI Key:  PCVGHVMQKXAKCQ-GSWPYSDESA-N

Alternative Forms

1. Parent:

   

   ALA1812057

   [(2R,3R,4R,5R)-5-(2-amino-6-methoxypurin-9-yl)-3,4-dihydroxy-4-methyloxolan-2-yl]methyl dihydrogen phosphate

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: 391.28

Molecular Weight (Monoisotopic): 391.0893

AlogP: -1.46

#Rotatable Bonds: 5

Polar Surface Area: 195.30

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 4.45

CX LogP: -4.23

CX LogD: -4.94

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: 0.94

References

1. Murakami E, Bao H, Mosley RT, Du J, Sofia MJ, Furman PA..  (2011)  Adenosine deaminase-like protein 1 (ADAL1): characterization and substrate specificity in the hydrolysis of N(6)- or O(6)-substituted purine or 2-aminopurine nucleoside monophosphates.,  54  (16): [PMID:21755941] [10.1021/jm200650j]

Source

Source(1):

• Scientific Literature