((2R,3S,4R,5R)-5-(6-(dimethylamino)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate

ID: ALA1234197

Chembl Id: CHEMBL1234197

Cas Number: 13484-65-6

PubChem CID: 44199361

Max Phase: Preclinical

Molecular Formula: C12H18N5O7P

Molecular Weight: 375.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H18N5O7P/c1-16(2)10-7-11(14-4-13-10)17(5-15-7)12-9(19)8(18)6(24-12)3-23-25(20,21)22/h4-6,8-9,12,18-19H,3H2,1-2H3,(H2,20,21,22)/t6-,8-,9-,12-/m1/s1

Standard InChI Key:  OWRDTHWSVNWFAZ-WOUKDFQISA-N

Alternative Forms

1. Parent:

   

   ALA1234197

   N,N-dimethyladenosine 5'-(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: 375.28

Molecular Weight (Monoisotopic): 375.0944

AlogP: -1.38

#Rotatable Bonds: 5

Polar Surface Area: 163.29

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.23

CX Basic pKa: 3.64

CX LogP: -3.54

CX LogD: -4.81

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: 0.85

References

1. Gillerman I, Lecka J, Simhaev L, Munkonda MN, Fausther M, Martín-Satué M, Senderowitz H, Sévigny J, Fischer B..  (2014)  2-Hexylthio-β,γ-CH2-ATP is an effective and selective NTPDase2 inhibitor.,  57  (14): [PMID:24972256] [10.1021/jm401933c]

Source

Source(1):

• Scientific Literature