SID87692460

ID: ALA1729177

PubChem CID: 44631804

Max Phase: Preclinical

Molecular Formula: C23H24F3N3O4

Molecular Weight: 349.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCCC1CCNC(=O)c1cc(-c2ccco2)nc2ccccc12.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C21H23N3O2.C2HF3O2/c1-24-12-4-6-15(24)10-11-22-21(25)17-14-19(20-9-5-13-26-20)23-18-8-3-2-7-16(17)18;3-2(4,5)1(6)7/h2-3,5,7-9,13-15H,4,6,10-12H2,1H3,(H,22,25);(H,6,7)

Standard InChI Key:  KCAKFPBQYUEZLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    4.7837    2.9752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0133   -0.7328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2989    2.1547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5844   -0.7328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2025   -3.2802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0133    0.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2989    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0133    1.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5844    1.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5844    0.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699    2.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2989   -0.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278    0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7278    2.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162    1.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4423    0.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4423    1.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9767    3.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642    2.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5844   -1.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699   -2.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699   -1.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5374   -3.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4574   -4.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824   -4.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4179   -3.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786    0.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8839   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8839    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4714    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  1 18  1  0
  2 12  2  0
  3  8  2  0
  3  9  1  0
  4 12  1  0
  4 20  1  0
  5 21  1  0
  5 24  1  0
  5 26  1  0
  6  7  2  0
  6  8  1  0
  6 13  1  0
  7 10  1  0
  7 12  1  0
  8 14  1  0
  9 10  2  0
  9 11  1  0
 11 15  2  0
 13 16  2  0
 14 17  2  0
 15 19  1  0
 16 17  1  0
 18 19  2  0
 20 22  1  0
 21 22  1  0
 21 23  1  0
 23 25  1  0
 24 25  1  0
 27 32  1  0
 28 32  1  0
 29 32  1  0
 30 33  2  0
 31 33  1  0
 32 33  1  0
M  END

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: 349.43

Molecular Weight (Monoisotopic): 349.1790

AlogP: 3.71

#Rotatable Bonds: 5

Polar Surface Area: 58.37

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.29

CX LogP: 2.84

CX LogD: 0.95

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.40

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays