(2S)-N-[(1S)-2-(5-Methyl-1,3,4-oxadiazol-2-yl)-1-(4-[(2-methylpentyl)oxy]phenyl)ethyl]-2-phenylpropanamide

ID: ALA4756228

PubChem CID: 162656011

Max Phase: Preclinical

Molecular Formula: C26H33N3O3

Molecular Weight: 435.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(C)COc1ccc([C@H](Cc2nnc(C)o2)NC(=O)[C@@H](C)c2ccccc2)cc1

Standard InChI:  InChI=1S/C26H33N3O3/c1-5-9-18(2)17-31-23-14-12-22(13-15-23)24(16-25-29-28-20(4)32-25)27-26(30)19(3)21-10-7-6-8-11-21/h6-8,10-15,18-19,24H,5,9,16-17H2,1-4H3,(H,27,30)/t18?,19-,24-/m0/s1

Standard InChI Key:  UGMMZBLLNBLYPK-GRZKKUKKSA-N

Molfile:  

 
     RDKit          2D

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   35.1922  -17.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4768  -14.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6005  -16.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.2354  -17.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   29.5286  -16.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2367  -15.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8212  -15.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8219  -14.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1145  -14.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3521  -14.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2634  -13.7729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4635  -13.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0575  -14.3153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6067  -14.9204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1283  -12.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 13  2  0
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  7 19  1  6
  2 20  1  0
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 19 27  1  0
 27 28  1  0
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 29 30  2  0
 30 31  1  0
 31 27  2  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756228

   ---

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: 435.57

Molecular Weight (Monoisotopic): 435.2522

AlogP: 5.40

#Rotatable Bonds: 11

Polar Surface Area: 77.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.25

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -0.76

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]

2. Rahman MT, Decker AM, Laudermilk L, Maitra R, Ma W, Ben Hamida S, Darcq E, Kieffer BL, Jin C..  (2021)  Evaluation of Amide Bioisosteres Leading to 1,2,3-Triazole Containing Compounds as GPR88 Agonists: Design, Synthesis, and Structure-Activity Relationship Studies.,  64  (16.0): [PMID:34387471] [10.1021/acs.jmedchem.1c01075]

Source

Source(1):

• Scientific Literature