ID: ALA1163419

Max Phase: Preclinical

Molecular Formula: C16H16N8O19P3-

Molecular Weight: 717.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@H]2OC3(O[C@H]21)C([N+](=O)[O-])=CC(=[N+]([O-])[O-])C=C3[N+](=O)[O-]

Standard InChI:  InChI=1S/C16H16N8O19P3/c17-13-10-14(19-4-18-13)21(5-20-10)15-12-11(7(39-15)3-38-45(34,35)43-46(36,37)42-44(31,32)33)40-16(41-12)8(23(27)28)1-6(22(25)26)2-9(16)24(29)30/h1-2,4-5,7,11-12,15H,3H2,(H6-,17,18,19,25,26,31,32,33,34,35,36,37)/q-1/t7-,11-,12-,15-/m1/s1

Standard InChI Key:  LQZBDVDATBCNNN-UHEGPQQHSA-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: 717.26

Molecular Weight (Monoisotopic): 716.9750

AlogP: -1.09

#Rotatable Bonds: 10

Polar Surface Area: 392.54

Molecular Species: ACID

HBA: 20

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 27

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -5.89

CX Basic pKa: 4.92

CX LogP: -7.62

CX LogD: -12.88

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.08

Np Likeness Score: 0.71

References

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

2. Zeinyeh W, Xia H, Lawton P, Radix S, Marminon C, Nebois P, Walchshofer N..  (2010)  Synthesis and modulation properties of imidazo[4,5-b]pyridin-7-one and indazole-4,7-dione derivatives towards the Cryptosporidium parvum CpABC3 transporter.,  45  (6): [PMID:20207054] [10.1016/j.ejmech.2010.02.033]

3. PubChem BioAssay data set, 

4. Hernandez-Olmos V, Abdelrahman A, El-Tayeb A, Freudendahl D, Weinhausen S, Müller CE..  (2012)  N-substituted phenoxazine and acridone derivatives: structure-activity relationships of potent P2X4 receptor antagonists.,  55  (22): [PMID:23075067] [10.1021/jm300845v]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays