(R)-4-(N-(4-tert-butylbenzyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamido)-2-hydroxybenzoic acid

ID: ALA4761392

PubChem CID: 135257582

Max Phase: Preclinical

Molecular Formula: C28H25F5N2O6S

Molecular Weight: 612.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(CN(C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)c2ccc(C(=O)O)c(O)c2)cc1

Standard InChI:  InChI=1S/C28H25F5N2O6S/c1-28(2,3)15-6-4-14(5-7-15)13-34(16-8-9-17(27(38)39)19(36)12-16)26(37)18-10-11-35(18)42(40,41)25-23(32)21(30)20(29)22(31)24(25)33/h4-9,12,18,36H,10-11,13H2,1-3H3,(H,38,39)/t18-/m1/s1

Standard InChI Key:  UWJVOEUAUTXUQJ-GOSISDBHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4761392

   ---

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: 612.57

Molecular Weight (Monoisotopic): 612.1353

AlogP: 5.08

#Rotatable Bonds: 7

Polar Surface Area: 115.22

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.85

CX Basic pKa: ┄

CX LogP: 5.89

CX LogD: 2.40

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.22

Np Likeness Score: -1.10

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