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

ID: ALA4762835

PubChem CID: 141764513

Max Phase: Preclinical

Molecular Formula: C22H26FN3O3

Molecular Weight: 399.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2ccc(N3CCOCC3)c(C(=O)NC3CC3)c2)cc1F

Standard InChI:  InChI=1S/C22H26FN3O3/c1-28-21-7-2-15(12-19(21)23)14-24-17-5-6-20(26-8-10-29-11-9-26)18(13-17)22(27)25-16-3-4-16/h2,5-7,12-13,16,24H,3-4,8-11,14H2,1H3,(H,25,27)

Standard InChI Key:  YMZWWIUALRWSSO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.2492  -12.6248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241  -13.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8338  -13.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8309  -12.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1223  -12.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4160  -13.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4173  -12.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7087  -13.8634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0019  -13.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7110  -12.2367    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.5371  -12.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9530  -12.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6624  -12.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3657  -12.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3584  -11.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6418  -10.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9414  -11.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0627  -10.9701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7666  -11.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4689  -10.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4683  -10.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7593   -9.7449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0509  -10.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0771  -12.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0845  -13.4196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7811  -12.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7958  -13.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2141  -14.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6163  -13.8117    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
 28 27  1  0
 29 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762835

   ---

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: 399.47

Molecular Weight (Monoisotopic): 399.1958

AlogP: 3.18

#Rotatable Bonds: 7

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: 2.58

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -1.91

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