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

ID: ALA3314937

Chembl Id: CHEMBL3314937

PubChem CID: 118707901

Max Phase: Preclinical

Molecular Formula: C24H26N5O7P

Molecular Weight: 527.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OC[C@H]1O[C@@H](n2cnc3c(N(Cc4ccccc4)Cc4ccccc4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C24H26N5O7P/c30-20-18(13-35-37(32,33)34)36-24(21(20)31)29-15-27-19-22(25-14-26-23(19)29)28(11-16-7-3-1-4-8-16)12-17-9-5-2-6-10-17/h1-10,14-15,18,20-21,24,30-31H,11-13H2,(H2,32,33,34)/t18-,20-,21-,24-/m1/s1

Standard InChI Key:  RIBKOHFWGDNUSH-UMCMBGNQSA-N

Alternative Forms

1. Parent:

   

   ALA3314937

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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: 527.47

Molecular Weight (Monoisotopic): 527.1570

AlogP: 1.76

#Rotatable Bonds: 9

Polar Surface Area: 163.29

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 3.49

CX LogP: 0.00

CX LogD: -1.36

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.23

Np Likeness Score: 0.40

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