5-((3-fluoro-4-methoxybenzyl)amino)-2-morpholino-N-propylbenzamide

ID: ALA4763183

PubChem CID: 141764511

Max Phase: Preclinical

Molecular Formula: C22H28FN3O3

Molecular Weight: 401.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=O)c1cc(NCc2ccc(OC)c(F)c2)ccc1N1CCOCC1

Standard InChI:  InChI=1S/C22H28FN3O3/c1-3-8-24-22(27)18-14-17(5-6-20(18)26-9-11-29-12-10-26)25-15-16-4-7-21(28-2)19(23)13-16/h4-7,13-14,25H,3,8-12,15H2,1-2H3,(H,24,27)

Standard InChI Key:  CSFSWPCOMRQQRR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.0967  -12.7569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9717  -13.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6813  -13.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6785  -12.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9699  -12.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2636  -13.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2648  -12.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5563  -13.9954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8495  -13.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5585  -12.3687    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.3847  -12.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8005  -12.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5100  -12.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2133  -12.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2059  -11.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4894  -11.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7890  -11.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9103  -11.1022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6142  -11.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3164  -11.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3159  -10.2830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6069   -9.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8985  -10.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9246  -12.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9320  -13.5517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6286  -12.3196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6434  -13.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6508  -14.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3622  -15.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  7  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  7 10  1  0
  4 11  1  0
 11  1  1  0
  1 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763183

   ---

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: 401.48

Molecular Weight (Monoisotopic): 401.2115

AlogP: 3.42

#Rotatable Bonds: 8

Polar Surface Area: 62.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.86

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -1.94

References

1. Tian W,Guo J,Zhang Q,Fang S,Zhou R,Hu J,Wang M,Zhang Y,Guo JM,Chen Z,Zhu J,Zheng C.  (2021)  The discovery of novel small molecule allosteric activators of aldehyde dehydrogenase 2.,  212  [PMID:33383258] [10.1016/j.ejmech.2020.113119]

Source

Source(1):

• Scientific Literature