Trans-2-((1R,3R)-3-hydroxycyclopentane-1-carboxamido)-N-(4-phenylpyridin-3-yl)isonicotinamide

ID: ALA5270059

Max Phase: Preclinical

Molecular Formula: C23H22N4O3

Molecular Weight: 402.45

Names and Identifiers

Canonical SMILES:  O=C(Nc1cnccc1-c1ccccc1)c1ccnc(NC(=O)[C@@H]2CC[C@@H](O)C2)c1

Standard InChI:  InChI=1S/C23H22N4O3/c28-18-7-6-16(12-18)23(30)27-21-13-17(8-11-25-21)22(29)26-20-14-24-10-9-19(20)15-4-2-1-3-5-15/h1-5,8-11,13-14,16,18,28H,6-7,12H2,(H,26,29)(H,25,27,30)/t16-,18-/m1/s1

Standard InChI Key:  AMOBEFCWUAKOSI-SJLPKXTDSA-N

Molfile:  

 
     RDKit          2D

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    1.9211   -0.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4035   -0.4177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5270059

   ---

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: 402.45

Molecular Weight (Monoisotopic): 402.1692

AlogP: 3.50

#Rotatable Bonds: 5

Polar Surface Area: 104.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.94

CX Basic pKa: 4.63

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -0.89

References

1. Luo G, Chen L, Jacutin-Porte S, Han Y, Burton CR, Xiao H, Krause CM, Cao Y, Liu N, Kish K, Lewis HA, Macor JE, Dubowchik GM..  (2023)  Structure-activity relationship (SAR) studies on substituted N-(pyridin-3-yl)-2-amino-isonicotinamides as highly potent and selective glycogen synthase kinase-3 (GSK-3) inhibitors.,  81  [PMID:36669575] [10.1016/j.bmcl.2023.129143]

Source

Source(1):

• Scientific Literature