((3a'R,4'R,6'R)-4'-(6-amino-9H-purin-9-yl)tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-6'-yl)methyltriphosphoric acid, tetraammonia salt

ID: ALA4525343

PubChem CID: 155543044

Max Phase: Preclinical

Molecular Formula: C16H36N9O13P3

Molecular Weight: 587.31

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]2OC3(CCCCC3)O[C@H]21

Standard InChI:  InChI=1S/C16H24N5O13P3.4H3N/c17-13-10-14(19-7-18-13)21(8-20-10)15-12-11(31-16(32-12)4-2-1-3-5-16)9(30-15)6-29-36(25,26)34-37(27,28)33-35(22,23)24;;;;/h7-9,11-12,15H,1-6H2,(H,25,26)(H,27,28)(H2,17,18,19)(H2,22,23,24);4*1H3/t9-,11-,12-,15-;;;;/m1..../s1

Standard InChI Key:  MYODNHHKQWEUOO-GLBHFFKESA-N

Molfile:  

     RDKit          2D

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    7.5830   -9.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9465   -3.6761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2431   -3.7065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4169   -3.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332   -4.4615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5025   -4.3790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5964   -7.1040    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -7.0036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466   -5.7755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2572   -4.2040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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 35 40  1  1
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: 587.31

Molecular Weight (Monoisotopic): 587.0583

AlogP: 1.09

#Rotatable Bonds: 8

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: -2.40

CX LogD: -7.51

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.27

Np Likeness Score: 0.94

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