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

ID: ALA4778996

PubChem CID: 141764480

Max Phase: Preclinical

Molecular Formula: C24H30FN3O3

Molecular Weight: 427.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CN(C)c2ccc(N3CCOCC3)c(C(=O)NCC3CC3)c2)cc1F

Standard InChI:  InChI=1S/C24H30FN3O3/c1-27(16-18-5-8-23(30-2)21(25)13-18)19-6-7-22(28-9-11-31-12-10-28)20(14-19)24(29)26-15-17-3-4-17/h5-8,13-14,17H,3-4,9-12,15-16H2,1-2H3,(H,26,29)

Standard InChI Key:  ZQFXCJRKGCRWLJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   17.2970  -18.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7430  -16.9213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6179  -18.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3275  -17.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3247  -16.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6161  -16.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9098  -17.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9110  -16.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2025  -18.1598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4957  -17.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2047  -16.5331    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.0309  -16.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4467  -16.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1562  -16.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8595  -16.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8521  -15.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1356  -15.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4352  -15.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5709  -16.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5782  -17.7161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2748  -16.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2896  -18.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9006  -19.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7178  -19.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5564  -15.2624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2679  -15.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9701  -15.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9659  -14.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2534  -14.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5450  -14.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7507  -17.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  8  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  8 11  1  0
  5 12  1  0
 12  2  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22  1  1  0
 23  1  1  0
 24 23  1  0
  1 24  1  0
 16 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
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778996

   ---

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: 427.52

Molecular Weight (Monoisotopic): 427.2271

AlogP: 3.45

#Rotatable Bonds: 8

Polar Surface Area: 54.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.82

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.70

Np Likeness Score: -1.82

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