P1,P4-di-(2-methylthio-5'-adenosine) P1,P4-dithio-P2,P3-chloromethylenetetraphosphate sodium salt

ID: ALA3747385

Chembl Id: CHEMBL3747385

PubChem CID: 127039315

Max Phase: Preclinical

Molecular Formula: C23H29ClN10Na4O16P4S4

Molecular Weight: 993.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)([S-])OP(=O)([O-])C(Cl)P(=O)([O-])OP(=O)([S-])OC[C@H]4O[C@@H](n5cnc6c(N)nc(SC)nc65)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O)c2n1.[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C23H33ClN10O16P4S4.4Na/c1-57-22-29-15(25)9-17(31-22)33(5-27-9)19-13(37)11(35)7(47-19)3-45-53(43,55)49-51(39,40)21(24)52(41,42)50-54(44,56)46-4-8-12(36)14(38)20(48-8)34-6-28-10-16(26)30-23(58-2)32-18(10)34;;;;/h5-8,11-14,19-21,35-38H,3-4H2,1-2H3,(H,39,40)(H,41,42)(H,43,55)(H,44,56)(H2,25,29,31)(H2,26,30,32);;;;/q;4*+1/p-4/t7-,8-,11-,12-,13-,14-,19-,20-,21?,53?,54?;;;;/m1..../s1

Standard InChI Key:  FAVVQHQFLTUQHF-WTGWEOODSA-J

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: 993.19

Molecular Weight (Monoisotopic): 991.9598

AlogP: 1.55

#Rotatable Bonds: 16

Polar Surface Area: 384.28

Molecular Species: ACID

HBA: 26

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.57

CX Basic pKa: 5.47

CX LogP: -5.18

CX LogD: -6.57

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.03

Np Likeness Score: 0.24

References

1. Yanachkov IB, Chang H, Yanachkova MI, Dix EJ, Berny-Lang MA, Gremmel T, Michelson AD, Wright GE, Frelinger AL..  (2016)  New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.,  107  [PMID:26588064] [10.1016/j.ejmech.2015.10.055]

2. Yanachkov IB, Chang H, Yanachkova MI, Dix EJ, Berny-Lang MA, Gremmel T, Michelson AD, Wright GE, Frelinger AL..  (2016)  New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.,  107  [PMID:26588064] [10.1016/j.ejmech.2015.10.055]

3. Yanachkov IB, Chang H, Yanachkova MI, Dix EJ, Berny-Lang MA, Gremmel T, Michelson AD, Wright GE, Frelinger AL..  (2016)  New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.,  107  [PMID:26588064] [10.1016/j.ejmech.2015.10.055]

4. Yanachkov IB, Chang H, Yanachkova MI, Dix EJ, Berny-Lang MA, Gremmel T, Michelson AD, Wright GE, Frelinger AL..  (2016)  New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.,  107  [PMID:26588064] [10.1016/j.ejmech.2015.10.055]

5. Yanachkov IB, Chang H, Yanachkova MI, Dix EJ, Berny-Lang MA, Gremmel T, Michelson AD, Wright GE, Frelinger AL..  (2016)  New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.,  107  [PMID:26588064] [10.1016/j.ejmech.2015.10.055]

Source

Source(1):

• Scientific Literature