2-Cyclopentyl-4-(2-(phenylamino)pyrimidin-4-yl)benzoic Acid

ID: ALA4857253

PubChem CID: 164614684

Max Phase: Preclinical

Molecular Formula: C22H21N3O2

Molecular Weight: 359.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(-c2ccnc(Nc3ccccc3)n2)cc1C1CCCC1

Standard InChI:  InChI=1S/C22H21N3O2/c26-21(27)18-11-10-16(14-19(18)15-6-4-5-7-15)20-12-13-23-22(25-20)24-17-8-2-1-3-9-17/h1-3,8-15H,4-7H2,(H,26,27)(H,23,24,25)

Standard InChI Key:  GZYIVQMHOULGOR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.2939  -23.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0089  -22.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116  -21.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000  -21.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842  -21.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5850  -22.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3052  -20.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0180  -20.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5935  -20.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7185  -21.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4686  -21.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223  -21.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6159  -20.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8118  -20.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2920  -23.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769  -24.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703  -25.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820  -25.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949  -24.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0002  -25.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7092  -25.5704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4156  -25.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211  -25.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8269  -25.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8246  -24.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1105  -23.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4076  -24.3443    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
  4  7  1  0
  7  8  1  0
  7  9  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
  3 10  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 20  1  0
 19 15  1  0
  1 15  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857253

   ---

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: 359.43

Molecular Weight (Monoisotopic): 359.1634

AlogP: 5.24

#Rotatable Bonds: 5

Polar Surface Area: 75.11

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.93

CX Basic pKa: 1.94

CX LogP: 5.45

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -0.70

References

1. Eduful BJ, O'Byrne SN, Temme L, Asquith CRM, Liang Y, Picado A, Pilotte JR, Hossain MA, Wells CI, Zuercher WJ, Catta-Preta CMC, Zonzini Ramos P, Santiago AS, Couñago RM, Langendorf CG, Nay K, Oakhill JS, Pulliam TL, Lin C, Awad D, Willson TM, Frigo DE, Scott JW, Drewry DH..  (2021)  Hinge Binder Scaffold Hopping Identifies Potent Calcium/Calmodulin-Dependent Protein Kinase Kinase 2 (CAMKK2) Inhibitor Chemotypes.,  64  (15.0): [PMID:34264658] [10.1021/acs.jmedchem.0c02274]

Source

Source(1):

• Scientific Literature