SID17386728

ID: ALA1601959

PubChem CID: 1797701

Max Phase: Preclinical

Molecular Formula: C16H9F3N2O3

Molecular Weight: 334.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccc3c4c(ccc(c24)C(=O)N1NC(=O)C(F)(F)F)CC3

Standard InChI:  InChI=1S/C16H9F3N2O3/c17-16(18,19)15(24)20-21-13(22)9-5-3-7-1-2-8-4-6-10(14(21)23)12(9)11(7)8/h3-6H,1-2H2,(H,20,24)

Standard InChI Key:  WUZUJMUUBNWHCM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.4916    0.7969    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480    1.6028    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6857   -0.0467    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6539   -1.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5885    1.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133    1.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212    0.0166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4460    0.0355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0283   -0.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8531   -0.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004   -0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677    0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1925    0.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2492   -0.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2819    0.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043   -1.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610    1.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204   -1.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8858    1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -0.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0847    0.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6668    0.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0
  2 24  1  0
  3 24  1  0
  4 13  2  0
  5 14  2  0
  6 23  2  0
  7  8  1  0
  7 13  1  0
  7 14  1  0
  8 23  1  0
  9 10  1  0
  9 11  1  0
  9 12  2  0
 10 15  1  0
 10 16  2  0
 11 13  1  0
 11 17  2  0
 12 14  1  0
 12 18  1  0
 15 19  2  0
 15 21  1  0
 16 20  1  0
 16 22  1  0
 17 19  1  0
 18 20  2  0
 21 22  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1601959

   N-(1,3-dioxo-1,3,6,7-tetrahydro-2H-indeno[6,7,1-def]isoquinolin-2-yl)-2,2,2-trifluoroacetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 334.25

Molecular Weight (Monoisotopic): 334.0565

AlogP: 2.13

#Rotatable Bonds: 1

Polar Surface Area: 66.48

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.39

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -0.50

References

1. PubChem BioAssay data set, 

2. Richardson NL, O'Malley LJ, Weissberger D, Tumber A, Schofield CJ, Griffith R, Jones NM, Hunter L..  (2021)  Discovery of neuroprotective agents that inhibit human prolyl hydroxylase PHD2.,  38  [PMID:33862469] [10.1016/j.bmc.2021.116115]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays