4-(5-{2-[(1S)-1-Cyclopropylethyl]-1-oxo-7-(trifluoromethyl)-2,3-dihydro-1H-isoindol-5-yl}pyrazolo[1,5-a]pyrimidin-3-yl)-2-(propan-2-yl)benzoic Acid

ID: ALA4742062

PubChem CID: 162646700

Max Phase: Preclinical

Molecular Formula: C30H27F3N4O3

Molecular Weight: 548.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(-c2cnn3ccc(-c4cc5c(c(C(F)(F)F)c4)C(=O)N([C@@H](C)C4CC4)C5)nc23)ccc1C(=O)O

Standard InChI:  InChI=1S/C30H27F3N4O3/c1-15(2)22-11-18(6-7-21(22)29(39)40)23-13-34-37-9-8-25(35-27(23)37)19-10-20-14-36(16(3)17-4-5-17)28(38)26(20)24(12-19)30(31,32)33/h6-13,15-17H,4-5,14H2,1-3H3,(H,39,40)/t16-/m0/s1

Standard InChI Key:  VHCSLWRCKYDLOT-INIZCTEOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4742062

   ---

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: 548.57

Molecular Weight (Monoisotopic): 548.2035

AlogP: 6.66

#Rotatable Bonds: 6

Polar Surface Area: 87.80

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.75

CX Basic pKa: 1.02

CX LogP: 6.36

CX LogD: 3.07

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: -0.71

References

1. Drew SL,Thomas-Tran R,Beatty JW,Fournier J,Lawson KV,Miles DH,Mata G,Sharif EU,Yan X,Mailyan AK,Ginn E,Chen J,Wong K,Soni D,Dhanota P,Chen PY,Shaqfeh SG,Meleza C,Pham AT,Chen A,Zhao X,Banuelos J,Jin L,Schindler U,Walters MJ,Young SW,Walker NP,Leleti MR,Powers JP,Jeffrey JL.  (2020)  Discovery of Potent and Selective PI3Kγ Inhibitors.,  63  (19.0): [PMID:32865410] [10.1021/acs.jmedchem.0c01203]

Source

Source(1):

• Scientific Literature