N'-(1-(2-hydroxy-4-methylphenyl)propylidene)-2-((2-morpholinoethyl)amino)isonicotinohydrazide

ID: ALA5278135

Max Phase: Preclinical

Molecular Formula: C22H29N5O3

Molecular Weight: 411.51

Names and Identifiers

Canonical SMILES:  CC/C(=N/NC(=O)c1ccnc(NCCN2CCOCC2)c1)c1ccc(C)cc1O

Standard InChI:  InChI=1S/C22H29N5O3/c1-3-19(18-5-4-16(2)14-20(18)28)25-26-22(29)17-6-7-23-21(15-17)24-8-9-27-10-12-30-13-11-27/h4-7,14-15,28H,3,8-13H2,1-2H3,(H,23,24)(H,26,29)/b25-19-

Standard InChI Key:  VCUABTLJNPWFFN-PLRJNAJWSA-N

Molfile:  

 
     RDKit          2D

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   -0.7113    1.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019    0.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7090    1.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7090    1.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    2.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    3.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4206    0.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0019   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7136   -0.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4251   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -0.6165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4212   -0.2057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328   -0.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444   -0.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328   -1.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221   -1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221   -2.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338   -3.0795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475   -2.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475   -1.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104   -3.0794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0011   -2.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7127   -3.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243   -2.6685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243   -1.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359   -1.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -1.8469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -2.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359   -3.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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  5  6  1  0
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  9 10  1  0
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  9 12  2  0
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 14 15  2  0
 14 16  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 16 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 30 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278135

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 411.51

Molecular Weight (Monoisotopic): 411.2270

AlogP: 2.38

#Rotatable Bonds: 8

Polar Surface Area: 99.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.76

CX Basic pKa: 6.37

CX LogP: 2.37

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.56

References

1. Phull MS, Jadav SS, Gundla R, Mainkar PS..  (2021)  A perspective on medicinal chemistry approaches towards adenomatous polyposis coli and Wnt signal based colorectal cancer inhibitors.,  212  [PMID:33445154] [10.1016/j.ejmech.2020.113149]

Source

Source(1):

• Scientific Literature