ID: ALA1089560

Max Phase: Preclinical

Molecular Formula: C12H18F2N5O12P3S

Molecular Weight: 587.28

Molecule Type: Small molecule

Representations

Canonical SMILES:  CSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)C(F)(F)P(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C12H18F2N5O12P3S/c1-35-11-17-8(15)5-9(18-11)19(3-16-5)10-7(21)6(20)4(30-10)2-29-34(27,28)31-33(25,26)12(13,14)32(22,23)24/h3-4,6-7,10,20-21H,2H2,1H3,(H,25,26)(H,27,28)(H2,15,17,18)(H2,22,23,24)/t4-,6-,7-,10-/m1/s1

Standard InChI Key:  CLQLYUNDQWWPIM-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: 587.28

Molecular Weight (Monoisotopic): 586.9854

AlogP: -0.20

#Rotatable Bonds: 9

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: 0.23

CX Basic pKa: 5.16

CX LogP: -3.81

CX LogD: -8.31

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.11

Np Likeness Score: 0.48

References

1. Eliahu S, Martín-Gil A, Perez de Lara MJ, Pintor J, Camden J, Weisman GA, Lecka J, Sévigny J, Fischer B..  (2010)  2-MeS-beta,gamma-CCl2-ATP is a potent agent for reducing intraocular pressure.,  53  (8): [PMID:20337495] [10.1021/jm100030u]

2. Lecka J, Ben-David G, Simhaev L, Eliahu S, Oscar J, Luyindula P, Pelletier J, Fischer B, Senderowitz H, Sévigny J..  (2013)  Nonhydrolyzable ATP analogues as selective inhibitors of human NPP1: a combined computational/experimental study.,  56  (21): [PMID:24083941] [10.1021/jm400918s]

Source

Source(1):

• Scientific Literature