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

ID: ALA4776275

PubChem CID: 141764492

Max Phase: Preclinical

Molecular Formula: C23H30FN3O3

Molecular Weight: 415.51

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H30FN3O3/c1-16(2)14-26-23(28)19-13-18(5-6-21(19)27-8-10-30-11-9-27)25-15-17-4-7-22(29-3)20(24)12-17/h4-7,12-13,16,25H,8-11,14-15H2,1-3H3,(H,26,28)

Standard InChI Key:  YGHHGNHBARDIRP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.5764  -18.1512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513  -19.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610  -18.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1581  -18.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4495  -17.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7433  -18.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445  -18.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359  -19.3897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3291  -18.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0382  -17.7630    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8643  -17.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802  -17.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896  -18.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6929  -17.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6856  -16.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9690  -16.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686  -16.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3899  -16.4965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0938  -16.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7961  -16.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7955  -15.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0865  -15.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3781  -15.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4043  -18.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4117  -18.9460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1083  -17.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1230  -19.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1304  -20.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8418  -20.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4264  -20.5803    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
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776275

   ---

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: 415.51

Molecular Weight (Monoisotopic): 415.2271

AlogP: 3.67

#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: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.69

Np Likeness Score: -1.75

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