2-tert-butoxy-2-(3-(chroman-6-yl)-1-(furan-2-yl)isoquinolin-4-yl)acetic acid

ID: ALA4526711

PubChem CID: 146000463

Max Phase: Preclinical

Molecular Formula: C28H27NO5

Molecular Weight: 457.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(C(=O)O)c1c(-c2ccc3c(c2)CCCO3)nc(-c2ccco2)c2ccccc12

Standard InChI:  InChI=1S/C28H27NO5/c1-28(2,3)34-26(27(30)31)23-19-9-4-5-10-20(19)25(22-11-7-15-33-22)29-24(23)18-12-13-21-17(16-18)8-6-14-32-21/h4-5,7,9-13,15-16,26H,6,8,14H2,1-3H3,(H,30,31)

Standard InChI Key:  IWCUBRBJYGGBEN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.0441  -11.8286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0429  -12.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4578  -11.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7492  -11.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4607  -12.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7502  -13.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7486  -13.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4568  -14.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1680  -13.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1661  -13.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1640  -11.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8732  -11.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1609  -10.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8671  -10.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8640   -9.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5763  -10.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.8763  -12.6369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5794  -11.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7439  -10.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4521  -10.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4500   -9.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0373  -10.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0317   -9.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7362   -8.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7285   -8.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0178   -7.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3133   -8.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3194   -8.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3381  -13.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5915  -12.7286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0447  -13.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4534  -14.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2527  -13.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  5  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  3 11  1  0
 11 12  1  0
 11 13  1  0
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 14 15  1  0
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 14 17  1  0
 12 18  2  0
 12 19  1  0
 20 21  2  0
 21 22  1  0
 22 25  2  0
 24 23  2  0
 23 20  1  0
  4 20  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 30  2  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526711

   ---

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: 457.53

Molecular Weight (Monoisotopic): 457.1889

AlogP: 6.43

#Rotatable Bonds: 5

Polar Surface Area: 81.79

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.43

CX Basic pKa: 1.95

CX LogP: 5.82

CX LogD: 2.95

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -0.47

References

1. Wilson TA, Koneru PC, Rebensburg SV, Lindenberger JJ, Kobe MJ, Cockroft NT, Adu-Ampratwum D, Larue RC, Kvaratskhelia M, Fuchs JR..  (2019)  An Isoquinoline Scaffold as a Novel Class of Allosteric HIV-1 Integrase Inhibitors.,  10  (2): [PMID:30783506] [10.1021/acsmedchemlett.8b00633]

Source

Source(1):

• Scientific Literature