ID: ALA336292

Max Phase: Preclinical

Molecular Formula: C14H22Cl2N5O12P3S

Molecular Weight: 648.25

Molecule Type: Small molecule

Representations

Synonyms (1): AR-C67085
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)C(Cl)(Cl)P(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C14H22Cl2N5O12P3S/c1-2-3-37-13-19-10(17)7-11(20-13)21(5-18-7)12-9(23)8(22)6(32-12)4-31-36(29,30)33-35(27,28)14(15,16)34(24,25)26/h5-6,8-9,12,22-23H,2-4H2,1H3,(H,27,28)(H,29,30)(H2,17,19,20)(H2,24,25,26)/t6-,8-,9-,12-/m1/s1

Standard InChI Key:  ZLIAJZQKKBOFJR-WOUKDFQISA-N

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

Properties

Molecular Weight: 648.25

Molecular Weight (Monoisotopic): 646.9576

AlogP: 1.12

#Rotatable Bonds: 11

Polar Surface Area: 269.90

Molecular Species: ACID

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.79

CX Basic pKa: 5.12

CX LogP: -1.85

CX LogD: -6.50

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.08

Np Likeness Score: 0.44

References

1. Ingall AH, Dixon J, Bailey A, Coombs ME, Cox D, McInally JI, Hunt SF, Kindon ND, Teobald BJ, Willis PA, Humphries RG, Leff P, Clegg JA, Smith JA, Tomlinson W..  (1999)  Antagonists of the platelet P2T receptor: a novel approach to antithrombotic therapy.,  42  (2): [PMID:9925726] [10.1021/jm981072s]

2. Jacobson KA, Jarvis MF, Williams M..  (2002)  Purine and pyrimidine (P2) receptors as drug targets.,  45  (19): [PMID:12213051] [10.1021/jm020046y]

3. Zetterberg F, Svensson P..  (2016)  State of affairs: Design and structure-activity relationships of reversible P2Y12 receptor antagonists.,  26  (12): [PMID:27133596] [10.1016/j.bmcl.2016.04.030]

4. Warner DJ, Chen H, Cantin LD, Kenna JG, Stahl S, Walker CL, Noeske T..  (2012)  Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.,  40  (12): [PMID:22961681] [10.1124/dmd.112.047068]

Source

Source(1):

• Scientific Literature