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

ID: ALA4557062

PubChem CID: 145999228

Max Phase: Preclinical

Molecular Formula: C31H31NO5

Molecular Weight: 497.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc(-c3ccc4c(c3)CCCO4)c(C(OC(C)(C)C)C(=O)O)c3ccccc23)cc1

Standard InChI:  InChI=1S/C31H31NO5/c1-31(2,3)37-29(30(33)34)26-23-9-5-6-10-24(23)27(19-11-14-22(35-4)15-12-19)32-28(26)21-13-16-25-20(18-21)8-7-17-36-25/h5-6,9-16,18,29H,7-8,17H2,1-4H3,(H,33,34)

Standard InChI Key:  MRLPDFXJJBCOPD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.4059  -12.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8207  -11.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1121  -11.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8236  -12.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.8198  -14.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.5238  -10.5677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.2269   -9.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.1069  -10.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8150  -10.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8129   -9.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4002  -10.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.0914   -8.1285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3807   -7.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6762   -8.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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  5  3  1  0
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  4  1  1  0
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  6  7  2  0
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  3 11  1  0
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 20 21  2  0
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  2 20  1  0
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 30 29  2  0
 29 26  1  0
  4 26  1  0
 30 31  1  0
 30 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 23 36  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557062

   ---

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: 497.59

Molecular Weight (Monoisotopic): 497.2202

AlogP: 6.84

#Rotatable Bonds: 6

Polar Surface Area: 77.88

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.60

CX Basic pKa: 4.27

CX LogP: 5.97

CX LogD: 3.40

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -0.33

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