5-(N-(3-fluoro-4-methoxybenzyl)acetamido)-N-((1-hydroxycyclopropyl)methyl)-2-morpholinobenzamide

ID: ALA4744379

PubChem CID: 162648770

Max Phase: Preclinical

Molecular Formula: C25H30FN3O5

Molecular Weight: 471.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CN(C(C)=O)c2ccc(N3CCOCC3)c(C(=O)NCC3(O)CC3)c2)cc1F

Standard InChI:  InChI=1S/C25H30FN3O5/c1-17(30)29(15-18-3-6-23(33-2)21(26)13-18)19-4-5-22(28-9-11-34-12-10-28)20(14-19)24(31)27-16-25(32)7-8-25/h3-6,13-14,32H,7-12,15-16H2,1-2H3,(H,27,31)

Standard InChI Key:  QRMMXILSUGHBQD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   26.2366  -18.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6523  -19.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0545  -18.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6825  -16.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5575  -17.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2671  -17.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2643  -16.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5557  -16.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8494  -17.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8506  -16.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1421  -17.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4353  -17.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1443  -16.2236    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.9704  -16.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3863  -16.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0958  -16.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7991  -16.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7917  -15.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0752  -14.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3748  -15.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5104  -16.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5178  -17.4066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2144  -16.1744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2292  -17.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4960  -14.9529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2074  -15.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9096  -14.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9055  -14.1277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1930  -13.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4846  -14.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6903  -17.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5326  -19.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9865  -17.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4019  -17.8307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  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
 17 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24  1  1  0
 18 25  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  4 31  1  0
  1 32  1  0
 31 33  1  0
 31 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744379

   ---

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: 471.53

Molecular Weight (Monoisotopic): 471.2169

AlogP: 2.48

#Rotatable Bonds: 8

Polar Surface Area: 91.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.29

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.61

Np Likeness Score: -1.53

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