3-(4-(dimethylamino)phenyl)-1-(3-(3-hydroxyphenoxy)phenyl)prop-2-en-1-one

ID: ALA456332

PubChem CID: 44587609

Max Phase: Preclinical

Molecular Formula: C23H21NO3

Molecular Weight: 359.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(/C=C/C(=O)c2cccc(Oc3cccc(O)c3)c2)cc1

Standard InChI:  InChI=1S/C23H21NO3/c1-24(2)19-12-9-17(10-13-19)11-14-23(26)18-5-3-7-21(15-18)27-22-8-4-6-20(25)16-22/h3-16,25H,1-2H3/b14-11+

Standard InChI Key:  LUYABVJJMKJRED-SDNWHVSQSA-N

Molfile:  

     RDKit          2D

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   -4.9901  -14.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2753  -14.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5588  -14.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617  -13.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2771  -13.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8488  -13.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1328  -13.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330  -14.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4178  -14.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7039  -14.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7097  -13.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255  -13.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017  -13.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7192  -13.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0043  -12.2986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306  -13.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481  -13.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491  -14.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657  -14.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781  -14.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5694  -13.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522  -13.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2961  -14.7385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3032  -15.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0070  -14.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035  -13.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  8  1  0
  1  2  2  0
 12 14  1  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 14 16  2  0
  7  8  1  0
 15 17  2  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
 10 11  2  0
 22 23  2  0
 23 18  1  0
  5  6  2  0
 21 24  1  0
 11 12  1  0
 24 25  1  0
  6  1  1  0
 24 26  1  0
 12 13  2  0
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA456332

   (E)-3-[4-(dimethylamino)phenyl]-1-[3-(3-hydroxyphenoxy)phenyl]prop-2-en-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 359.43

Molecular Weight (Monoisotopic): 359.1521

AlogP: 5.15

#Rotatable Bonds: 6

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.10

CX Basic pKa: 4.73

CX LogP: 5.20

CX LogD: 5.19

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -0.28

References

1. Ansari FL, Iftikhar F, Ihsan-Ul-Haq, Mirza B, Baseer M, Rashid U..  (2008)  Solid-phase synthesis and biological evaluation of a parallel library of 2,3-dihydro-1,5-benzothiazepines.,  16  (16): [PMID:18650096] [10.1016/j.bmc.2008.07.009]

Source

Source(1):

• Scientific Literature