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

ID: ALA4534942

PubChem CID: 155548918

Max Phase: Preclinical

Molecular Formula: C27H30N2O2

Molecular Weight: 414.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCCC1)c1ccccc1Nc1cccc(OCCc2ccccc2)c1

Standard InChI:  InChI=1S/C27H30N2O2/c30-27(29-22-12-5-2-6-13-22)25-16-7-8-17-26(25)28-23-14-9-15-24(20-23)31-19-18-21-10-3-1-4-11-21/h1,3-4,7-11,14-17,20,22,28H,2,5-6,12-13,18-19H2,(H,29,30)

Standard InChI Key:  KAJGHPYWROKPQT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.9857  -22.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.1117  -23.3939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1130  -24.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4046  -24.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4056  -25.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.1036  -20.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5336  -25.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   44.0620  -24.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3473  -24.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6451  -24.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8159  -22.1584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5221  -21.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2300  -22.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9340  -21.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9352  -20.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2261  -20.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5158  -20.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5 14  1  0
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 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534942

   ---

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: 414.55

Molecular Weight (Monoisotopic): 414.2307

AlogP: 6.11

#Rotatable Bonds: 8

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.44

CX LogD: 7.44

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.11

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