(2S)-N-[(R)-[(2-Hydroxyethyl)carbamoyl]((4-[(2-methylpentyl)oxy]phenyl))methyl]-2-phenylpropanamide

ID: ALA4764623

PubChem CID: 162661210

Max Phase: Preclinical

Molecular Formula: C25H34N2O4

Molecular Weight: 426.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(C)COc1ccc([C@@H](NC(=O)[C@@H](C)c2ccccc2)C(=O)NCCO)cc1

Standard InChI:  InChI=1S/C25H34N2O4/c1-4-8-18(2)17-31-22-13-11-21(12-14-22)23(25(30)26-15-16-28)27-24(29)19(3)20-9-6-5-7-10-20/h5-7,9-14,18-19,23,28H,4,8,15-17H2,1-3H3,(H,26,30)(H,27,29)/t18?,19-,23+/m0/s1

Standard InChI Key:  HWVGTQXSLHZEBX-HXCXSPQYSA-N

Molfile:  

 
     RDKit          2D

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   28.3639  -26.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0719  -26.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7816  -26.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7788  -25.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0701  -24.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4849  -24.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1942  -25.3281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9003  -24.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6096  -25.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3157  -24.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6126  -26.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8972  -24.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0210  -25.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7267  -24.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7240  -24.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0098  -23.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3071  -24.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4818  -24.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6558  -26.5646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9485  -26.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9491  -25.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6571  -24.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2417  -24.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2424  -24.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5350  -23.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1880  -23.6937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7726  -23.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0664  -24.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3572  -23.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6510  -24.1156    0.0000 O   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
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  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  6
  9 13  2  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 11  1  0
  7 19  1  6
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 19 27  2  0
 19 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764623

   ---

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: 426.56

Molecular Weight (Monoisotopic): 426.2519

AlogP: 3.57

#Rotatable Bonds: 12

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.13

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -0.45

References

1. Rahman MT,Decker AM,Langston TL,Mathews KM,Laudermilk L,Maitra R,Ma W,Darcq E,Kieffer BL,Jin C.  (2020)  Design, Synthesis, and Structure-Activity Relationship Studies of (4-Alkoxyphenyl)glycinamides and Bioisosteric 1,3,4-Oxadiazoles as GPR88 Agonists.,  63  (23): [PMID:33205975] [10.1021/acs.jmedchem.0c01581]

Source

Source(1):

• Scientific Literature