2-(((trans)-4-((3-benzhydrylureido)methyl)cyclohexyl)methoxy)acetic acid

ID: ALA3984207

PubChem CID: 44234278

Max Phase: Preclinical

Molecular Formula: C24H30N2O4

Molecular Weight: 410.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COC[C@H]1CC[C@H](CNC(=O)NC(c2ccccc2)c2ccccc2)CC1

Standard InChI:  InChI=1S/C24H30N2O4/c27-22(28)17-30-16-19-13-11-18(12-14-19)15-25-24(29)26-23(20-7-3-1-4-8-20)21-9-5-2-6-10-21/h1-10,18-19,23H,11-17H2,(H,27,28)(H2,25,26,29)/t18-,19-

Standard InChI Key:  XOVSMYQHSGFUMW-WGSAOQKQSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   15.8683  -18.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1606  -19.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8683  -17.9534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5760  -19.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4529  -18.7706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7451  -19.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0374  -18.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3297  -19.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6220  -18.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6220  -17.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3297  -17.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0374  -17.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9143  -17.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2066  -17.9534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2066  -18.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9143  -19.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4989  -19.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7912  -18.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0835  -19.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0835  -19.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3758  -20.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6681  -19.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6681  -19.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3758  -18.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7912  -17.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0835  -17.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0835  -16.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7912  -16.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4989  -16.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4989  -17.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 12  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 18 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 17 18  1  0
 13 14  1  0
 10 13  1  6
  7  6  1  1
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984207

   2-[[4-[(Benzhydrylcarbamoylamino)methyl]cyclohexyl]methoxy]acetic acid

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: 410.51

Molecular Weight (Monoisotopic): 410.2206

AlogP: 3.98

#Rotatable Bonds: 9

Polar Surface Area: 87.66

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.21

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 0.73

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.58

Np Likeness Score: -0.94

References

1.  (2014)  Modulators of the prostacyclin (PGI2) receptor useful for the treatment of disorders related thereto, 

Source

Source(1):

• Patent Bioactivity Data