2-((4-(2-amino-4-methoxypyrimidin-5-yl)-1H-imidazol-1-yl)methoxy)ethan-1-ol

ID: ALA3596788

Chembl Id: CHEMBL3596788

PubChem CID: 91824158

Max Phase: Preclinical

Molecular Formula: C11H15N5O3

Molecular Weight: 265.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(N)ncc1-c1cn(COCCO)cn1

Standard InChI:  InChI=1S/C11H15N5O3/c1-18-10-8(4-13-11(12)15-10)9-5-16(6-14-9)7-19-3-2-17/h4-6,17H,2-3,7H2,1H3,(H2,12,13,15)

Standard InChI Key:  CVSSXRUFNBCRPB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3596788

   2-[[4-(2-Amino-4-methoxypyrimidin-5-yl)imidazol-1-yl]methoxy]ethanol

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

Calculated Properties

Molecular Weight: 265.27

Molecular Weight (Monoisotopic): 265.1175

AlogP: -0.10

#Rotatable Bonds: 6

Polar Surface Area: 108.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.37

CX LogP: -0.15

CX LogD: -0.16

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -0.64

References

1. Peters HL, Jochmans D, de Wilde AH, Posthuma CC, Snijder EJ, Neyts J, Seley-Radtke KL..  (2015)  Design, synthesis and evaluation of a series of acyclic fleximer nucleoside analogues with anti-coronavirus activity.,  25  (15): [PMID:26048809] [10.1016/j.bmcl.2015.05.039]

2. Yates MK, Raje MR, Chatterjee P, Spiropoulou CF, Bavari S, Flint M, Soloveva V, Seley-Radtke KL..  (2017)  Flex-nucleoside analogues - Novel therapeutics against filoviruses.,  27  (12): [PMID:28465098] [10.1016/j.bmcl.2017.04.069]

3. Nascimento IJDS, Santos-Júnior PFDS, Aquino TM, Araújo-Júnior JX, Silva-Júnior EFD..  (2021)  Insights on Dengue and Zika NS5 RNA-dependent RNA polymerase (RdRp) inhibitors.,  224  [PMID:34274831] [10.1016/j.ejmech.2021.113698]

Source

Source(1):

• Scientific Literature