((2R,4R,6R)-6-(6-amino-9H-purin-9-yl)-2-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyltriphosphoric acid, tetraammonia salt

ID: ALA4463334

PubChem CID: 155529713

Max Phase: Preclinical

Molecular Formula: C17H32N9O13P3

Molecular Weight: 595.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N.N.N.N.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@H]2O[C@@H](c3ccccc3)O[C@H]21

Standard InChI:  InChI=1S/C17H20N5O13P3.4H3N/c18-14-11-15(20-7-19-14)22(8-21-11)16-13-12(32-17(33-13)9-4-2-1-3-5-9)10(31-16)6-30-37(26,27)35-38(28,29)34-36(23,24)25;;;;/h1-5,7-8,10,12-13,16-17H,6H2,(H,26,27)(H,28,29)(H2,18,19,20)(H2,23,24,25);4*1H3/t10-,12-,13-,16-,17-;;;;/m1..../s1

Standard InChI Key:  BCGDNNLMSKVHGV-ZQNBMKNCSA-N

Molfile:  

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   18.2109   -7.0116    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2 36  1  6
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 595.29

Molecular Weight (Monoisotopic): 595.0270

AlogP: 1.13

#Rotatable Bonds: 9

Polar Surface Area: 257.13

Molecular Species: ACID

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.92

CX LogP: -2.19

CX LogD: -7.30

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.22

Np Likeness Score: 0.83

References

1. Dal Ben D, Buccioni M, Lambertucci C, Marucci G, Spinaci A, Marchenkova A, Abdelrahman A, Nistri A, Müller CE, Volpini R..  (2019)  Investigation on 2',3'-O-Substituted ATP Derivatives and Analogs as Novel P2X3 Receptor Antagonists.,  10  (4): [PMID:30996785] [10.1021/acsmedchemlett.8b00524]

Source

Source(1):

• Scientific Literature