5-((3-fluoro-4-methoxybenzyl)amino)-N-(2-hydroxy-2-methylpropyl)-2-morpholinobenzamide

ID: ALA4743309

PubChem CID: 141764487

Max Phase: Preclinical

Molecular Formula: C23H30FN3O4

Molecular Weight: 431.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2ccc(N3CCOCC3)c(C(=O)NCC(C)(C)O)c2)cc1F

Standard InChI:  InChI=1S/C23H30FN3O4/c1-23(2,29)15-26-22(28)18-13-17(5-6-20(18)27-8-10-31-11-9-27)25-14-16-4-7-21(30-3)19(24)12-16/h4-7,12-13,25,29H,8-11,14-15H2,1-3H3,(H,26,28)

Standard InChI Key:  OOTWQBHWDACHFC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.9338   -5.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3495   -6.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7517   -5.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3798   -3.6068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2547   -4.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9643   -4.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9615   -3.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2529   -3.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5466   -4.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5479   -3.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8393   -4.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1325   -4.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8415   -3.2187    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6677   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0835   -3.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7930   -3.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4963   -3.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4889   -2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7724   -1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0720   -2.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1933   -1.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8972   -2.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5994   -1.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5989   -1.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8899   -0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1815   -1.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2077   -3.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2150   -4.4017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9116   -3.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9264   -4.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2298   -6.0360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  9  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 10 13  1  0
  7 14  1  0
 14  4  1  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 17 27  1  0
 27 28  1  0
 27 29  2  0
 28 30  1  0
 30  1  1  0
  1 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743309

   ---

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: 431.51

Molecular Weight (Monoisotopic): 431.2220

AlogP: 2.78

#Rotatable Bonds: 8

Polar Surface Area: 83.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.86

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.54

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