N-(4-aminophenyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide

ID: ALA4521599

PubChem CID: 155542625

Max Phase: Preclinical

Molecular Formula: C16H16N2O3

Molecular Weight: 284.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)Nc2ccc(N)cc2)ccc1O

Standard InChI:  InChI=1S/C16H16N2O3/c1-21-15-10-11(2-8-14(15)19)3-9-16(20)18-13-6-4-12(17)5-7-13/h2-10,19H,17H2,1H3,(H,18,20)/b9-3+

Standard InChI Key:  BEDGCQOUGDTXJO-YCRREMRBSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    2.9372  -18.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9360  -19.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6441  -19.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537  -19.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3509  -18.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6423  -17.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2280  -19.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6439  -20.3004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9361  -20.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0571  -17.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663  -18.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4725  -17.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1817  -18.2404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694  -17.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8879  -17.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5931  -18.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2988  -17.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2962  -17.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5820  -16.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8792  -17.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0018  -16.5960    0.0000 N   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
  2  7  1  0
  3  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521599

   ---

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: 284.31

Molecular Weight (Monoisotopic): 284.1161

AlogP: 2.63

#Rotatable Bonds: 4

Polar Surface Area: 84.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.89

CX Basic pKa: 3.92

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -0.15

References

1. Wang J, Zhang X, Yan J, Li W, Jiang Q, Wang X, Zhao D, Cheng M..  (2019)  Design, synthesis and biological evaluation of curcumin analogues as novel LSD1 inhibitors.,  29  (23): [PMID:31627991] [10.1016/j.bmcl.2019.126683]

Source

Source(1):

• Scientific Literature