(1R,2R,5S)-8'-(3-chloro-4-fluorobenzyl)-6'-hydroxy-2'-((S)-1-hydroxyethyl)-9',10'-dihydro-2'H-spiro[bicyclo[3.1.0]hexane-2,3'-imidazo[5,1-a][2,6]naphthyridine]-1',5',7'(8'H)-trione

ID: ALA5289058

Max Phase: Preclinical

Molecular Formula: C24H23ClFN3O5

Molecular Weight: 487.92

Names and Identifiers

Canonical SMILES:  C[C@H](O)N1C(=O)c2c3c(c(O)c(=O)n2[C@]12CC[C@H]1C[C@H]12)C(=O)N(Cc1ccc(F)c(Cl)c1)CC3

Standard InChI:  InChI=1S/C24H23ClFN3O5/c1-11(30)28-22(33)19-14-5-7-27(10-12-2-3-17(26)16(25)8-12)21(32)18(14)20(31)23(34)29(19)24(28)6-4-13-9-15(13)24/h2-3,8,11,13,15,30-31H,4-7,9-10H2,1H3/t11-,13-,15+,24-/m0/s1

Standard InChI Key:  AEGLKWHALSRNJG-WYNNWDDRSA-N

Molfile:  

 
     RDKit          2D

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   -3.7310    1.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0165    1.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047    1.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047    0.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5532    1.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5532    0.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2782   -0.9670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541   -0.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6907   -1.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5158   -1.6815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2782   -2.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5279    0.4296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8840   -1.3857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5  4  2  0
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 23 26  1  6
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 25 31  2  0
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 32 33  1  1
 32 34  1  0
 28 35  1  6
 29 36  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5289058

   ---

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: 487.92

Molecular Weight (Monoisotopic): 487.1310

AlogP: 2.42

#Rotatable Bonds: 3

Polar Surface Area: 103.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 0.45

CX LogP: 1.31

CX LogD: 1.23

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.69

Np Likeness Score: -0.28

References

1. Wang Y, Gu SX, He Q, Fan R..  (2021)  Advances in the development of HIV integrase strand transfer inhibitors.,  225  [PMID:34425310] [10.1016/j.ejmech.2021.113787]

Source

Source(1):

• Scientific Literature