(2S)-N-((1R)-2-Hydroxy-1-[4-(pentyloxy)phenyl]ethyl)-2-phenylpropanamide

ID: ALA4789594

PubChem CID: 162669183

Max Phase: Preclinical

Molecular Formula: C22H29NO3

Molecular Weight: 355.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCOc1ccc([C@H](CO)NC(=O)[C@@H](C)c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H29NO3/c1-3-4-8-15-26-20-13-11-19(12-14-20)21(16-24)23-22(25)17(2)18-9-6-5-7-10-18/h5-7,9-14,17,21,24H,3-4,8,15-16H2,1-2H3,(H,23,25)/t17-,21-/m0/s1

Standard InChI Key:  JDHXJJHCUIOSQD-UWJYYQICSA-N

Molfile:  

 
     RDKit          2D

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   22.1648  -11.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8728  -12.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5825  -11.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5797  -11.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.2858  -10.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9951  -11.0437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7012  -10.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4105  -11.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1166  -10.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4136  -11.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6982   -9.8153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8219  -11.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5276  -10.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5249   -9.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8107   -9.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1080   -9.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2827   -9.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5735   -9.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4568  -12.2803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7494  -11.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7500  -11.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4580  -10.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4587   -9.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1667   -9.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  1  1  0
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  9 13  2  0
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  7 19  1  6
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  2 21  1  0
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 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789594

   ---

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: 355.48

Molecular Weight (Monoisotopic): 355.2147

AlogP: 4.21

#Rotatable Bonds: 10

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.48

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