2-((1r,4r)-4-(4-(5-(2-ethyl-4-methyloxazole-5-carboxamido)pyridin-2-yl)phenyl)cyclohexyl)acetic acid

ID: ALA4578901

PubChem CID: 155565717

Max Phase: Preclinical

Molecular Formula: C26H29N3O4

Molecular Weight: 447.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nc(C)c(C(=O)Nc2ccc(-c3ccc([C@H]4CC[C@H](CC(=O)O)CC4)cc3)nc2)o1

Standard InChI:  InChI=1S/C26H29N3O4/c1-3-23-28-16(2)25(33-23)26(32)29-21-12-13-22(27-15-21)20-10-8-19(9-11-20)18-6-4-17(5-7-18)14-24(30)31/h8-13,15,17-18H,3-7,14H2,1-2H3,(H,29,32)(H,30,31)/t17-,18-

Standard InChI Key:  RGZGIPKMQXYVRG-IYARVYRRSA-N

Molfile:  

 
     RDKit          2D

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   19.9503  -10.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.0639   -9.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.4791   -9.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4772   -8.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.7180   -7.2273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0109   -8.4534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5349  -10.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8278  -11.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5336  -10.1012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0818  -11.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5360  -11.6090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9457  -12.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7447  -12.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6146  -13.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8020  -13.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
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  9 10  1  0
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  5  8  1  0
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 15 16  1  0
 16 17  1  0
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 18 19  1  0
 14 11  1  1
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 20 21  1  0
 21 22  1  0
 21 23  2  0
  1 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 25  1  0
 27 31  1  0
 29 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578901

   ---

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: 447.54

Molecular Weight (Monoisotopic): 447.2158

AlogP: 5.61

#Rotatable Bonds: 7

Polar Surface Area: 105.32

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.85

CX Basic pKa: 3.58

CX LogP: 4.02

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -1.16

References

1. Harrison TJ, Bauer D, Berdichevsky A, Chen X, Duvadie R, Hoogheem B, Hatsis P, Liu Q, Mao J, Miduturu V, Rocheford E, Zecri F, Zessis R, Zheng R, Zhu Q, Streeper R, Patel SJ..  (2019)  Successful Strategies for Mitigation of a Preclinical Signal for Phototoxicity in a DGAT1 Inhibitor.,  10  (8): [PMID:31413796] [10.1021/acsmedchemlett.9b00117]

Source

Source(1):

• Scientific Literature