N-(cyclopropylmethyl)-5-((3-fluoro-4-methoxybenzyl)amino)-2-(piperidin-1-yl)benzamide

ID: ALA4764818

PubChem CID: 141764488

Max Phase: Preclinical

Molecular Formula: C24H30FN3O2

Molecular Weight: 411.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2ccc(N3CCCCC3)c(C(=O)NCC3CC3)c2)cc1F

Standard InChI:  InChI=1S/C24H30FN3O2/c1-30-23-10-7-18(13-21(23)25)16-26-19-8-9-22(28-11-3-2-4-12-28)20(14-19)24(29)27-15-17-5-6-17/h7-10,13-14,17,26H,2-6,11-12,15-16H2,1H3,(H,27,29)

Standard InChI Key:  BUMZYSZNRKVZQP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   35.1927   -5.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6386   -3.2312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5135   -4.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2232   -4.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2204   -3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5118   -2.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8055   -4.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8067   -3.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0982   -4.4698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3914   -4.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1004   -2.8431    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.9265   -2.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3424   -2.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0518   -3.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7551   -2.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7478   -1.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0313   -1.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3309   -2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4665   -3.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4739   -4.0261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1705   -2.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1853   -4.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7963   -5.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6134   -5.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4521   -1.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1635   -1.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8657   -1.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8616   -0.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1491   -0.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4407   -0.7577    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
M  END

Alternative Forms

1. Parent:

   

   ALA4764818

   ---

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: 411.52

Molecular Weight (Monoisotopic): 411.2322

AlogP: 4.58

#Rotatable Bonds: 8

Polar Surface Area: 53.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.33

CX LogP: 3.97

CX LogD: 3.93

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.64

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