N-Methoxy-2-[(3-phenethoxyphenyl)amino]benzamide

ID: ALA4529562

PubChem CID: 155545616

Max Phase: Preclinical

Molecular Formula: C22H22N2O3

Molecular Weight: 362.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CONC(=O)c1ccccc1Nc1cccc(OCCc2ccccc2)c1

Standard InChI:  InChI=1S/C22H22N2O3/c1-26-24-22(25)20-12-5-6-13-21(20)23-18-10-7-11-19(16-18)27-15-14-17-8-3-2-4-9-17/h2-13,16,23H,14-15H2,1H3,(H,24,25)

Standard InChI Key:  BCHSDQGAJBWCDI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.0168  -21.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0157  -22.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7237  -22.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4334  -22.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4305  -21.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219  -21.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417  -22.7913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430  -23.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346  -24.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4356  -24.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444  -25.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8538  -24.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8494  -24.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367  -21.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1336  -20.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636  -25.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2692  -24.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9790  -25.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846  -24.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3906  -25.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0957  -24.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0920  -23.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3773  -23.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6750  -23.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8459  -21.5558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521  -21.1445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613  -21.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
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  5 14  1  0
 14 15  2  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529562

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.1630

AlogP: 4.34

#Rotatable Bonds: 8

Polar Surface Area: 59.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.79

CX Basic pKa: ┄

CX LogP: 5.79

CX LogD: 5.79

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.12

References

1. Mellini P, Itoh Y, Elboray EE, Tsumoto H, Li Y, Suzuki M, Takahashi Y, Tojo T, Kurohara T, Miyake Y, Miura Y, Kitao Y, Kotoku M, Iida T, Suzuki T..  (2019)  Identification of Diketopiperazine-Containing 2-Anilinobenzamides as Potent Sirtuin 2 (SIRT2)-Selective Inhibitors Targeting the "Selectivity Pocket", Substrate-Binding Site, and NAD⁺-Binding Site.,  62  (12): [PMID:31144814] [10.1021/acs.jmedchem.9b00255]

Source

Source(1):

• Scientific Literature