Phosphoric acid mono-[3,4-dihydroxy-5-(6-methylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl] ester

ID: ALA1230507

Chembl Id: CHEMBL1230507

Max Phase: Preclinical

Molecular Formula: C11H16N5O7P

Molecular Weight: 361.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C11H16N5O7P/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(18)7(17)5(23-11)2-22-24(19,20)21/h3-5,7-8,11,17-18H,2H2,1H3,(H,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1

Standard InChI Key:  WETVNPRPZIYMAC-IOSLPCCCSA-N

Alternative Forms

1. Parent:

   

   ALA1230507

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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: 361.25

Molecular Weight (Monoisotopic): 361.0787

AlogP: -1.40

#Rotatable Bonds: 5

Polar Surface Area: 172.08

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.22

CX Basic pKa: 4.74

CX LogP: -4.35

CX LogD: -5.44

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.40

Np Likeness Score: 1.07

References

1. Hai TT, Picker D, Abo M, Hampton A..  (1982)  Species- or isozyme-specific enzyme inhibitors. 7. Selective effects in inhibitions of rat adenylate kinase isozymes by adenosine 5'-phosphate derivatives.,  25  (7): [PMID:6286970] [10.1021/jm00349a008]

2. 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]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays