(2S)-N-[(1R)-1-(4-[(3,3-Dimethylcyclobutyl)methoxy]phenyl)-2-hydroxyethyl]-2-phenylpropanamide

ID: ALA4777644

PubChem CID: 162644024

Max Phase: Preclinical

Molecular Formula: C24H31NO3

Molecular Weight: 381.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](C(=O)N[C@@H](CO)c1ccc(OCC2CC(C)(C)C2)cc1)c1ccccc1

Standard InChI:  InChI=1S/C24H31NO3/c1-17(19-7-5-4-6-8-19)23(27)25-22(15-26)20-9-11-21(12-10-20)28-16-18-13-24(2,3)14-18/h4-12,17-18,22,26H,13-16H2,1-3H3,(H,25,27)/t17-,22-/m0/s1

Standard InChI Key:  MCIUTVHDOPIFLL-JTSKRJEESA-N

Molfile:  

 
     RDKit          2D

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   22.1535  -25.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1524  -26.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8604  -26.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.2734  -25.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9827  -25.5510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   26.3981  -25.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1043  -25.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4012  -26.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6858  -24.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.7983  -23.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0956  -24.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2704  -24.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5611  -23.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4444  -26.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7370  -26.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7376  -25.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3169  -24.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1612  -24.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 28  1  0
 28 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777644

   ---

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: 381.52

Molecular Weight (Monoisotopic): 381.2304

AlogP: 4.45

#Rotatable Bonds: 8

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: 4.32

CX LogD: 4.32

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -0.26

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