2-hydroxy-4-((2R)-1-(perfluorophenylsulfonyl)-N-(4-(tetrahydrofuran-3-yl)benzyl)azetidine-2-carboxamido)benzoic acid

ID: ALA4754495

PubChem CID: 135257557

Max Phase: Preclinical

Molecular Formula: C28H23F5N2O7S

Molecular Weight: 626.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(N(Cc2ccc(C3CCOC3)cc2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C28H23F5N2O7S/c29-21-22(30)24(32)26(25(33)23(21)31)43(40,41)35-9-7-19(35)27(37)34(17-5-6-18(28(38)39)20(36)11-17)12-14-1-3-15(4-2-14)16-8-10-42-13-16/h1-6,11,16,19,36H,7-10,12-13H2,(H,38,39)/t16?,19-/m1/s1

Standard InChI Key:  GCQNLNSYCUPOFX-LRTDYKAYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4754495

   ---

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: 626.56

Molecular Weight (Monoisotopic): 626.1146

AlogP: 4.29

#Rotatable Bonds: 8

Polar Surface Area: 124.45

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.85

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 0.91

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.22

Np Likeness Score: -0.87

References

1. Brotherton-Pleiss C,Yue P,Zhu Y,Nakamura K,Chen W,Fu W,Kubota C,Chen J,Alonso-Valenteen F,Mikhael S,Medina-Kauwe L,Tius MA,Lopez-Tapia F,Turkson J.  (2021)  Discovery of Novel Azetidine Amides as Potent Small-Molecule STAT3 Inhibitors.,  64  (1.0): [PMID:33352047] [10.1021/acs.jmedchem.0c01705]

Source

Source(1):

• Scientific Literature