2-isobutoxy-6-phenoxynicotinic acid

ID: ALA5170330

PubChem CID: 168270110

Max Phase: Preclinical

Molecular Formula: C16H17NO4

Molecular Weight: 287.32

Names and Identifiers

Canonical SMILES:  CC(C)COc1nc(Oc2ccccc2)ccc1C(=O)O

Standard InChI:  InChI=1S/C16H17NO4/c1-11(2)10-20-15-13(16(18)19)8-9-14(17-15)21-12-6-4-3-5-7-12/h3-9,11H,10H2,1-2H3,(H,18,19)

Standard InChI Key:  JCNHZDPJQCVZKQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -0.4018    1.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    1.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018   -0.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3126    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3126    1.1938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.0438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3127   -1.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3126   -2.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -2.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7415   -2.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416   -1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8307    1.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5451    1.1937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8307    2.4312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018    2.4312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1163    2.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1163    3.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    4.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4019    4.0813    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
  5  7  1  0
  7  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  8  9  2  0
 13  8  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5170330

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 287.32

Molecular Weight (Monoisotopic): 287.1158

AlogP: 3.61

#Rotatable Bonds: 6

Polar Surface Area: 68.65

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.47

CX Basic pKa: 0.02

CX LogP: 4.19

CX LogD: 1.36

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: -0.84

References

1. Negi A, Murphy PV..  (2021)  Development of Mcl-1 inhibitors for cancer therapy.,  210  [PMID:33333396] [10.1016/j.ejmech.2020.113038]

Source

Source(1):

• Scientific Literature