(R)-5-fluoro-2-hydroxy-4-(1-(perfluorophenylsulfonyl)-N-(4-(tetrahydro-2H-pyran-4-yl)benzyl)azetidine-2-carboxamido)benzoic acid

ID: ALA4761087

PubChem CID: 135241637

Max Phase: Preclinical

Molecular Formula: C29H24F6N2O7S

Molecular Weight: 658.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(F)c(N(Cc2ccc(C3CCOCC3)cc2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C29H24F6N2O7S/c30-18-11-17(29(40)41)21(38)12-20(18)36(13-14-1-3-15(4-2-14)16-6-9-44-10-7-16)28(39)19-5-8-37(19)45(42,43)27-25(34)23(32)22(31)24(33)26(27)35/h1-4,11-12,16,19,38H,5-10,13H2,(H,40,41)/t19-/m1/s1

Standard InChI Key:  KOKRGBJLKIGARP-LJQANCHMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4761087

   ---

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: 658.57

Molecular Weight (Monoisotopic): 658.1208

AlogP: 4.82

#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: 2.53

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 1.40

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.20

Np Likeness Score: -0.91

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