(1R,2S,5S)-8'-(3-chloro-4-fluorobenzyl)-6'-hydroxy-1-(hydroxymethyl)-2'-methyl-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: ALA5269335

Max Phase: Preclinical

Molecular Formula: C24H23ClFN3O5

Molecular Weight: 487.92

Names and Identifiers

Canonical SMILES:  CN1C(=O)c2c3c(c(O)c(=O)n2[C@]12CC[C@H]1C[C@@]12CO)C(=O)N(Cc1ccc(F)c(Cl)c1)CC3

Standard InChI:  InChI=1S/C24H23ClFN3O5/c1-27-21(33)18-14-5-7-28(10-12-2-3-16(26)15(25)8-12)20(32)17(14)19(31)22(34)29(18)24(27)6-4-13-9-23(13,24)11-30/h2-3,8,13,30-31H,4-7,9-11H2,1H3/t13-,23+,24-/m0/s1

Standard InChI Key:  CMKPKOVJKYIZNW-VIQBWKJQSA-N

Molfile:  

 
     RDKit          2D

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   -3.8374    0.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1230    1.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4113    0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4464    0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1712   -1.2710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -1.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1896   -0.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604   -1.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7639   -1.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5837   -1.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130   -1.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0812   -2.0918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6343   -0.2443    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 33  1  1
 33 34  1  0
 28 35  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5269335

   ---

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: 2.08

#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: 0.44

CX LogP: 0.87

CX LogD: 0.79

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.69

Np Likeness Score: -0.07

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