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

ID: ALA4782249

PubChem CID: 162665250

Max Phase: Preclinical

Molecular Formula: C22H29NO4

Molecular Weight: 371.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCCCOc1ccc([C@H](CO)NC(=O)[C@@H](C)c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H29NO4/c1-17(18-8-4-3-5-9-18)22(25)23-21(16-24)19-10-12-20(13-11-19)27-15-7-6-14-26-2/h3-5,8-13,17,21,24H,6-7,14-16H2,1-2H3,(H,23,25)/t17-,21-/m0/s1

Standard InChI Key:  VOBLCFARTSFPRS-UWJYYQICSA-N

Molfile:  

 
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   22.0286  -22.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7366  -22.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4463  -22.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4435  -21.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1496  -21.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8589  -21.5475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5650  -21.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.2774  -22.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5620  -20.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6857  -21.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3914  -21.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3887  -20.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.9718  -20.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1465  -20.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4373  -19.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3206  -22.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6132  -22.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6138  -21.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9064  -21.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9071  -20.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6151  -19.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6158  -19.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  7 19  1  6
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  2 21  1  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782249

   ---

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: 371.48

Molecular Weight (Monoisotopic): 371.2097

AlogP: 3.45

#Rotatable Bonds: 11

Polar Surface Area: 67.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.55

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