2-ethylbutyl((2-((4-(2-amino-4-methoxypyrimidin-5-yl)-1H-imidazol-1-yl)methoxy)ethoxy)-(phenoxy)-phosphoryl)alaninate

ID: ALA4743114

PubChem CID: 162645235

Max Phase: Preclinical

Molecular Formula: C27H38N5O8P

Molecular Weight: 591.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(CC)COC(=O)[C@H](C)NP(=O)(OCCOCn1cc(-c2cnc(OC)nc2OC)cn1)Oc1ccccc1

Standard InChI:  InChI=1S/C27H38N5O8P/c1-6-21(7-2)18-38-26(33)20(3)31-41(34,40-23-11-9-8-10-12-23)39-14-13-37-19-32-17-22(15-29-32)24-16-28-27(36-5)30-25(24)35-4/h8-12,15-17,20-21H,6-7,13-14,18-19H2,1-5H3,(H,31,34)/t20-,41?/m0/s1

Standard InChI Key:  HIMCULKYRZYPRH-ULHAEWICSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4743114

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 591.60

Molecular Weight (Monoisotopic): 591.2458

AlogP: 4.49

#Rotatable Bonds: 18

Polar Surface Area: 145.15

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.24

CX Basic pKa: 2.97

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.13

Np Likeness Score: -0.60

References

1. Thames JE,Waters CD,Valle C,Bassetto M,Aouadi W,Martin B,Selisko B,Falat A,Coutard B,Brancale A,Canard B,Decroly E,Seley-Radtke KL.  (2020)  Synthesis and biological evaluation of novel flexible nucleoside analogues that inhibit flavivirus replication in vitro.,  28  (22): [PMID:33128910] [10.1016/j.bmc.2020.115713]

Source

Source(1):

• Scientific Literature