PF-06952229

ID: ALA5095192

Cas Number: 1801333-55-0

PubChem CID: 118211239

Product Number: P649080, Order Now?

Max Phase: Phase

Molecular Formula: C23H24ClFN4O3

Molecular Weight: 458.92

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pf 06952229 | Pf-06952229 | PF06952229 | PF-06952229|1801333-55-0|PF06952229|1KKS7U3X86|UNII-1KKS7U3X86|PF-06952229 [WHO-DD]|3-Pyridinecarboxamide, 4-((2-(5-chloro-2-fluorophenyl)-5-(1-methylethyl)-4-pyridinyl)amino)-N-(2-hydroxy-1-(hydroxymethyl)ethyl)-|Synthesis of 4-[[2-(5-chloro-2-fluoro-phenyl)-5-isopropyl-4-pyridyl]amino]-N-[2-hydroxy-1-(hydroxymethyl)ethyl]pyridine-3-carboxamide|4-[[2-(5-chloro-2-fluorophenyl)-5-propan-2-ylpyridin-4-yl]amino]-N-(1,3-dihydroxypropan-2-yl)pyridine-3-carboxaShow More⌵

Canonical SMILES:  CC(C)c1cnc(-c2cc(Cl)ccc2F)cc1Nc1ccncc1C(=O)NC(CO)CO

Standard InChI:  InChI=1S/C23H24ClFN4O3/c1-13(2)17-10-27-21(16-7-14(24)3-4-19(16)25)8-22(17)29-20-5-6-26-9-18(20)23(32)28-15(11-30)12-31/h3-10,13,15,30-31H,11-12H2,1-2H3,(H,28,32)(H,26,27,29)

Standard InChI Key:  IPBLCOKXDQHSQW-UHFFFAOYSA-N

Molfile:  

Untitled Document-1
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   16.8666   -4.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1522   -5.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4377   -4.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7232   -5.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7232   -5.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4377   -6.2576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1522   -5.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8666   -3.7826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5811   -5.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0101   -5.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2956   -4.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2956   -3.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0101   -3.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7245   -4.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4377   -3.7826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2943   -3.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0088   -3.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7232   -3.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7232   -2.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0088   -2.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2943   -2.5451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4377   -2.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1522   -2.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4652   -1.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5798   -3.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8653   -3.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1509   -3.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1509   -4.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8653   -5.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5798   -4.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8653   -2.5451    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8653   -5.8451    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  1  0
  9 11  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 22 23  1  0
 22 24  1  0
 19 22  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 26 31  1  0
 29 32  1  0
 16 25  1  0
 15 18  1  0
  3 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5095192

   PF-06952229

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.92

Molecular Weight (Monoisotopic): 458.1521

AlogP: 3.89

#Rotatable Bonds: 8

Polar Surface Area: 107.37

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.91

CX Basic pKa: 6.90

CX LogP: 4.06

CX LogD: 3.94

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -0.92

References

1. Unpublished dataset, 

2. Abdel-Magid AF..  (2022)  Inhibitors of Transforming Growth Factor Beta Receptor 1 (TGFβr1) May Enhance the Efficacy of Several Monoclonal Antibodies as Cancer Therapy.,  13  (9.0): [PMID:36105341] [10.1021/acsmedchemlett.2c00356]

3. Pujala B, Ramachandran SA, Sonawane M, Kamble MM, Panpatil D, Adhikari S, Soni S, Subbareddy V, Shinde BU, Nayak AK, Bansal C, Gupta A, Mukherjee K, Agarwal AK, Guerrero J, Herrera FJ, Bernales S, Guha M, Chakravarty S, Pham SM, Rai R..  (2022)  Discovery of MDV6058 (PF-06952229), a selective and potent TGFβR1 inhibitor: Design, synthesis and optimization.,  75  [PMID:36089110] [10.1016/j.bmcl.2022.128979]

Source

Source(2):

• Scientific Literature
• Clinical Candidates