3-(((3-(((S)-2-Amino-3-methylbutanoyl)thio)propoxy)((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphoryl)oxy)propyl (4R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

ID: ALA4474876

PubChem CID: 155537551

Max Phase: Preclinical

Molecular Formula: C43H71N6O9PS

Molecular Weight: 879.11

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](N)C(=O)SCCCOP(=O)(COCCn1cnc2c(N)ncnc21)OCCCOC(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C43H71N6O9PS/c1-27(2)37(44)41(53)60-21-7-19-58-59(54,26-55-20-16-49-25-48-38-39(45)46-24-47-40(38)49)57-18-6-17-56-35(52)11-8-28(3)31-9-10-32-36-33(13-15-43(31,32)5)42(4)14-12-30(50)22-29(42)23-34(36)51/h24-25,27-34,36-37,50-51H,6-23,26,44H2,1-5H3,(H2,45,46,47)/t28-,29+,30-,31-,32+,33+,34+,36+,37+,42+,43-,59?/m1/s1

Standard InChI Key:  JKBZHPIJHZVTTK-QRJJWJQNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4474876

   ---

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: 879.11

Molecular Weight (Monoisotopic): 878.4741

AlogP: 6.58

#Rotatable Bonds: 21

Polar Surface Area: 224.23

Molecular Species: NEUTRAL

HBA: 16

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: ┄

CX Basic pKa: 7.94

CX LogP: 4.20

CX LogD: 3.55

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: 0.88

References

1. Li T, Li J, Yang Y, Han Y, Wu D, Xiao T, Wang Y, Liu T, Zhao Y, Li Y, Dai Z, Fu X..  (2019)  Synthesis, pharmacological evaluation, and mechanistic study of adefovir mixed phosphonate derivatives bearing cholic acid and l-amino acid moieties for the treatment of HBV.,  27  (16): [PMID:31301948] [10.1016/j.bmc.2019.07.012]

Source

Source(1):

• Scientific Literature