(2S)-N-[(R)-[4-(Cyclobutylmethoxy)phenyl](([(thiophen-2-yl)methyl]carbamoyl))methyl]-2-phenylpropanamide

ID: ALA4789643

PubChem CID: 162669578

Max Phase: Preclinical

Molecular Formula: C27H30N2O3S

Molecular Weight: 462.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](C(=O)N[C@@H](C(=O)NCc1cccs1)c1ccc(OCC2CCC2)cc1)c1ccccc1

Standard InChI:  InChI=1S/C27H30N2O3S/c1-19(21-9-3-2-4-10-21)26(30)29-25(27(31)28-17-24-11-6-16-33-24)22-12-14-23(15-13-22)32-18-20-7-5-8-20/h2-4,6,9-16,19-20,25H,5,7-8,17-18H2,1H3,(H,28,31)(H,29,30)/t19-,25+/m0/s1

Standard InChI Key:  VCSASDIQULIQAP-UQBPGWFLSA-N

Molfile:  

 
     RDKit          2D

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   16.0204  -27.6063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6020  -26.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3081  -26.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0565  -26.7107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.6010  -26.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0
 33 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789643

   ---

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: 462.62

Molecular Weight (Monoisotopic): 462.1977

AlogP: 5.20

#Rotatable Bonds: 10

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.01

CX Basic pKa: ┄

CX LogP: 5.11

CX LogD: 5.11

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -1.38

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