((2R,3S,4R,5R)-5-(6-amino-8-sec-butyl-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyldiphosphoric acid

ID: ALA3314939

Chembl Id: CHEMBL3314939

PubChem CID: 118707903

Max Phase: Preclinical

Molecular Formula: C14H23N5O10P2

Molecular Weight: 483.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)c1nc2c(N)ncnc2n1[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C14H23N5O10P2/c1-3-6(2)12-18-8-11(15)16-5-17-13(8)19(12)14-10(21)9(20)7(28-14)4-27-31(25,26)29-30(22,23)24/h5-7,9-10,14,20-21H,3-4H2,1-2H3,(H,25,26)(H2,15,16,17)(H2,22,23,24)/t6?,7-,9-,10-,14-/m1/s1

Standard InChI Key:  RLEDPTNRAHYLIB-JBJVTEQASA-N

Alternative Forms

1. Parent:

   

   ALA3314939

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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: 483.31

Molecular Weight (Monoisotopic): 483.0920

AlogP: -0.23

#Rotatable Bonds: 8

Polar Surface Area: 232.60

Molecular Species: ACID

HBA: 12

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.77

CX Basic pKa: 4.81

CX LogP: -2.96

CX LogD: -5.86

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.27

Np Likeness Score: 0.93

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