3-(4-(tert-butoxy(carboxy)methyl)-3-(chroman-6-yl)isoquinolin-1-yl)benzoic acid

ID: ALA4558950

PubChem CID: 145999098

Max Phase: Preclinical

Molecular Formula: C31H29NO6

Molecular Weight: 511.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(C(=O)O)c1c(-c2ccc3c(c2)CCCO3)nc(-c2cccc(C(=O)O)c2)c2ccccc12

Standard InChI:  InChI=1S/C31H29NO6/c1-31(2,3)38-28(30(35)36)25-22-11-4-5-12-23(22)26(19-8-6-9-21(17-19)29(33)34)32-27(25)20-13-14-24-18(16-20)10-7-15-37-24/h4-6,8-9,11-14,16-17,28H,7,10,15H2,1-3H3,(H,33,34)(H,35,36)

Standard InChI Key:  VYJNQWGNWWUIMR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.7656  -20.5335    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
  3  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  2  0
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 24 25  2  0
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  2 20  1  0
 26 27  2  0
 27 28  1  0
 28 31  2  0
 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
 36 37  1  0
 36 38  2  0
 24 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558950

   ---

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: 511.57

Molecular Weight (Monoisotopic): 511.1995

AlogP: 6.53

#Rotatable Bonds: 6

Polar Surface Area: 105.95

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.32

CX Basic pKa: 3.85

CX LogP: 5.49

CX LogD: -0.02

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: -0.32

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