[[(2R,3S,4R,5R)-5-(2-amino-5-carbamoyl-pyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate

ID: ALA5174714

Chembl Id: CHEMBL5174714

PubChem CID: 168275336

Max Phase: Preclinical

Molecular Formula: C21H30N8O17P3+

Molecular Weight: 759.43

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(N)[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)(O)O)[C@@H]3O)[C@@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C21H29N8O17P3/c22-11-2-1-8(18(24)33)3-28(11)20-15(32)13(30)9(43-20)4-41-48(37,38)46-49(39,40)42-5-10-14(31)16(45-47(34,35)36)21(44-10)29-7-27-12-17(23)25-6-26-19(12)29/h1-3,6-7,9-10,13-16,20-22,30-32H,4-5H2,(H8,23,24,25,26,33,34,35,36,37,38,39,40)/p+1/t9-,10-,13-,14-,15-,16-,20-,21-/m1/s1

Standard InChI Key:  YLGJLTSNMKQDSU-OZMHHCNCSA-O

Alternative Forms

1. Parent:

   

   ALA5174714

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 759.43

Molecular Weight (Monoisotopic): 759.0936

AlogP: -3.32

#Rotatable Bonds: 13

Polar Surface Area: 390.81

Molecular Species: ACID

HBA: 19

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 25

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.66

CX Basic pKa: 5.72

CX LogP: -11.35

CX LogD: -16.26

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.06

Np Likeness Score: 0.78

References

1. Gao RD, Maeda M, Tallon C, Feinberg AP, Slusher BS, Tsukamoto T..  (2022)  Effects of 6-Aminonicotinic Acid Esters on the Reprogrammed Epigenetic State of Distant Metastatic Pancreatic Carcinoma.,  13  (12.0): [PMID:36518700] [10.1021/acsmedchemlett.2c00404]

Source

Source(1):

• Scientific Literature