ID: ALA1230627

Max Phase: Preclinical

Molecular Formula: C10H16N5O15P3

Molecular Weight: 539.18

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc2c([nH]c(=O)n2[C@@H]2O[C@H](CO[P@@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C10H16N5O15P3/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(28-8)1-27-32(23,24)30-33(25,26)29-31(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H,23,24)(H,25,26)(H2,20,21,22)(H3,11,13,14,18)/t2-,4-,5-,8-/m1/s1

Standard InChI Key:  JCHLKIQZUXYLPW-UMMCILCDSA-N

Molecule Features

Natural Product: Yes

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: 539.18

Molecular Weight (Monoisotopic): 538.9856

AlogP: -3.04

#Rotatable Bonds: 8

Polar Surface Area: 319.07

Molecular Species: ACID

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 0.13

CX LogP: -4.00

CX LogD: -11.71

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.15

Np Likeness Score: 0.99

References

1. Novotná B, Vaneková L, Zavřel M, Buděšínský M, Dejmek M, Smola M, Gutten O, Tehrani ZA, Pimková Polidarová M, Brázdová A, Liboska R, Štěpánek I, Vavřina Z, Jandušík T, Nencka R, Rulíšek L, Bouřa E, Brynda J, Páv O, Birkuš G..  (2019)  Enzymatic Preparation of 2'-5',3'-5'-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations.,  62  (23): [PMID:31715099] [10.1021/acs.jmedchem.9b01062]

2. Samaan GN, Paranagama N, Haque A, Hecht DA, Swairjo MA, Purse BW..  (2020)  Structure-based design of guanosine analogue inhibitors targeting GTP cyclohydrolase IB towards a new class of antibiotics.,  30  (2): [PMID:31771800] [10.1016/j.bmcl.2019.126818]

Source

Source(1):

• Scientific Literature