(SpSp)-P1,P3-di(adenosin-5'-yl)P1,P3-bis-thio-triphosphate

ID: ALA3941590

Chembl Id: CHEMBL3941590

Max Phase: Preclinical

Molecular Formula: C20H27N10O14P3S2

Molecular Weight: 788.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO[P@](=O)(S)OP(=O)(O)O[P@@](=O)(S)OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H27N10O14P3S2/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(41-19)1-39-46(37,48)43-45(35,36)44-47(38,49)40-2-8-12(32)14(34)20(42-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,48)(H,38,49)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-,46+,47+/m1/s1

Standard InChI Key:  WSWNTOASVWRMIN-SUIXUWBDSA-N

Alternative Forms

1. Parent:

   

   ALA3941590

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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: 788.55

Molecular Weight (Monoisotopic): 788.0362

AlogP: -0.69

#Rotatable Bonds: 12

Polar Surface Area: 346.98

Molecular Species: ACID

HBA: 23

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.53

CX Basic pKa: 5.22

CX LogP: -9.34

CX LogD: -8.22

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.06

Np Likeness Score: 0.63

References

1. Kaczmarek R, Krakowiak A, Korczyński D, Baraniak J, Nawrot B..  (2016)  Phosphorothioate analogs of P1,P3-di(nucleosid-5'-yl) triphosphates: Synthesis, assignment of the absolute configuration at P-atoms and P-stereodependent recognition by Fhit hydrolase.,  24  (21): [PMID:27591011] [10.1016/j.bmc.2016.08.027]

Source

Source(1):

• Scientific Literature