(8-Methoxy-5-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)-(5-(trifluoromethyl)-1H-pyrazol-3-yl)methanone

ID: ALA4791435

PubChem CID: 162672220

Max Phase: Preclinical

Molecular Formula: C18H17F3N4O2

Molecular Weight: 378.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c1c(n2C)CCN(C(=O)c2cc(C(F)(F)F)[nH]n2)C1

Standard InChI:  InChI=1S/C18H17F3N4O2/c1-24-14-4-3-10(27-2)7-11(14)12-9-25(6-5-15(12)24)17(26)13-8-16(23-22-13)18(19,20)21/h3-4,7-8H,5-6,9H2,1-2H3,(H,22,23)

Standard InChI Key:  SZFXEPGZJGTYSX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.7692   -6.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -6.9439    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0983   -8.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9128   -8.3435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2136   -6.5110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8728   -6.9912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6222   -7.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8050   -7.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5504   -6.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6232  -11.3286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1033  -10.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6232  -10.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8460  -10.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1369   -9.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4319  -10.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4319  -11.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1369  -11.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8460  -11.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9576   -9.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9179  -10.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2481   -9.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7680   -9.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7228   -9.8481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0137  -10.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6020   -5.9404    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8754  -12.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  6  7  1  0
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 20 23  1  0
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 16 24  1  0
  4 23  1  0
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  2 26  1  0
 11 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791435

   ---

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: 378.35

Molecular Weight (Monoisotopic): 378.1304

AlogP: 3.13

#Rotatable Bonds: 2

Polar Surface Area: 63.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.78

CX Basic pKa: 0.16

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -1.41

References

1. Brindani N,Gianotti A,Giovani S,Giacomina F,Di Fruscia P,Sorana F,Bertozzi SM,Ottonello G,Goldoni L,Penna I,Russo D,Summa M,Bertorelli R,Ferrera L,Pesce E,Sondo E,Galietta LJV,Bandiera T,Pedemonte N,Bertozzi F.  (2020)  Identification, Structure-Activity Relationship, and Biological Characterization of 2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indoles as a Novel Class of CFTR Potentiators.,  63  (19): [PMID:32946228] [10.1021/acs.jmedchem.0c01050]

Source

Source(1):

• Scientific Literature