(S)-3-(4-Benzyloxy-phenyl)-2-(2-{1-[3-(3,4,5-trimethoxy-phenyl)-propionyl]-piperidin-4-yl}-acetylamino)-propionic acid methyl ester

ID: ALA4474491

PubChem CID: 134355744

Max Phase: Preclinical

Molecular Formula: C36H44N2O8

Molecular Weight: 632.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccc(OCc2ccccc2)cc1)NC(=O)CC1CCN(C(=O)CCc2cc(OC)c(OC)c(OC)c2)CC1

Standard InChI:  InChI=1S/C36H44N2O8/c1-42-31-21-28(22-32(43-2)35(31)44-3)12-15-34(40)38-18-16-26(17-19-38)23-33(39)37-30(36(41)45-4)20-25-10-13-29(14-11-25)46-24-27-8-6-5-7-9-27/h5-11,13-14,21-22,26,30H,12,15-20,23-24H2,1-4H3,(H,37,39)/t30-/m0/s1

Standard InChI Key:  WXMLFQPBXOQZCQ-PMERELPUSA-N

Molfile:  

 
     RDKit          2D

 46 49  0  0  0  0  0  0  0  0999 V2000
    8.9044  -16.0981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6177  -15.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3308  -16.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3308  -16.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6177  -17.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9044  -16.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0437  -17.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7607  -16.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4736  -17.3382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1866  -16.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9035  -17.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6165  -16.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3293  -17.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9035  -18.1632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1866  -16.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9035  -15.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8998  -14.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6143  -14.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3274  -14.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3297  -15.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6167  -16.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0404  -14.4512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0404  -13.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7575  -13.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7578  -12.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4681  -11.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1814  -12.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1836  -13.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4746  -13.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7607  -16.0985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1873  -15.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4745  -16.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7616  -15.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445  -16.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0442  -16.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3338  -17.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6206  -16.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184  -16.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3272  -15.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013  -15.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1885  -16.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036  -17.3350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036  -18.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3338  -18.1602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0467  -18.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1873  -14.8627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 10 15  1  1
 15 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
 19 22  1  0
 22 23  1  0
 23 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
  8 30  2  0
  1 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 35 34  2  0
 36 35  1  0
 37 36  2  0
 38 37  1  0
 39 38  2  0
 34 39  1  0
 38 40  1  0
 40 41  1  0
 37 42  1  0
 42 43  1  0
 36 44  1  0
 44 45  1  0
 31 46  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474491

   ---

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: 632.75

Molecular Weight (Monoisotopic): 632.3098

AlogP: 4.75

#Rotatable Bonds: 15

Polar Surface Area: 112.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.24

Np Likeness Score: -0.44

References

1.  (2018)  Yap1 inhibitors that target the interaction of yap1 with oct4, 

Source

Source(1):

• Patent Bioactivity Data