ID: ALA1160358

Max Phase: Preclinical

Molecular Formula: C11H16F2N5O12P3

Molecular Weight: 541.19

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)C(F)(F)P(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C11H16F2N5O12P3/c12-11(13,31(21,22)23)32(24,25)30-33(26,27)28-1-4-6(19)7(20)10(29-4)18-3-17-5-8(14)15-2-16-9(5)18/h2-4,6-7,10,19-20H,1H2,(H,24,25)(H,26,27)(H2,14,15,16)(H2,21,22,23)/t4-,6-,7-,10-/m1/s1

Standard InChI Key:  ODWAWOIUPXBZKQ-KQYNXXCUSA-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: 541.19

Molecular Weight (Monoisotopic): 540.9976

AlogP: -0.93

#Rotatable Bonds: 8

Polar Surface Area: 269.90

Molecular Species: ACID

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.23

CX Basic pKa: 4.92

CX LogP: -4.58

CX LogD: -9.63

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.20

Np Likeness Score: 0.93

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. Bystrom CE, Pettigrew DW, Remington S, Branchaud BP.  (1997)  ATP analogs with non-transferable groups in the position as inhibitors of glycerol kinase,  7  (20): [10.1016/S0960-894X(97)10051-8]

3. Elliott TS, Slowey A, Ye Y, Conway SJ.  (2012)  The use of phosphate bioisosteres in medicinal chemistry and chemical biology,  3  (7): [10.1039/C2MD20079A]

Source

Source(1):

• Scientific Literature