2-(1-(5-(3-(hydroxymethyl)-2,5-dimethylphenyl)pyridin-2-yl)piperidin-4-yl)acetic acid

ID: ALA4068341

PubChem CID: 137631799

Max Phase: Preclinical

Molecular Formula: C21H26N2O3

Molecular Weight: 354.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CO)c(C)c(-c2ccc(N3CCC(CC(=O)O)CC3)nc2)c1

Standard InChI:  InChI=1S/C21H26N2O3/c1-14-9-18(13-24)15(2)19(10-14)17-3-4-20(22-12-17)23-7-5-16(6-8-23)11-21(25)26/h3-4,9-10,12,16,24H,5-8,11,13H2,1-2H3,(H,25,26)

Standard InChI Key:  DZWWPVOYLWXVEH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.7140  -10.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2787  -11.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624  -12.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4811  -12.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9148  -11.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5287  -10.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7298  -11.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1154  -12.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9315  -12.3748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3628  -11.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9722  -10.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1574  -10.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1772  -11.7012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5632  -12.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3764  -12.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8097  -11.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4238  -11.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6045  -11.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6265  -11.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0587  -11.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8773  -11.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6760  -10.3656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9597  -10.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3303  -10.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7632   -9.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2291  -12.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 10 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
  6 23  1  0
  1 24  1  0
 24 25  1  0
  3 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4068341

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 354.45

Molecular Weight (Monoisotopic): 354.1943

AlogP: 3.55

#Rotatable Bonds: 5

Polar Surface Area: 73.66

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.36

CX Basic pKa: 6.94

CX LogP: 1.96

CX LogD: 1.39

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -0.82

References

1. Johnson CN, Erlanson DA, Jahnke W, Mortenson PN, Rees DC..  (2018)  Fragment-to-Lead Medicinal Chemistry Publications in 2016.,  61  (5): [PMID:29087197] [10.1021/acs.jmedchem.7b01298]

Source

Source(1):

• Scientific Literature