(R)-4-(N-((5-cyclopentylpyridin-2-yl)methyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamido)-2-hydroxybenzoic acid

ID: ALA4793049

PubChem CID: 135257687

Max Phase: Preclinical

Molecular Formula: C28H24F5N3O6S

Molecular Weight: 625.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(N(Cc2ccc(C3CCCC3)cn2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C28H24F5N3O6S/c29-21-22(30)24(32)26(25(33)23(21)31)43(41,42)36-10-9-19(36)27(38)35(17-7-8-18(28(39)40)20(37)11-17)13-16-6-5-15(12-34-16)14-3-1-2-4-14/h5-8,11-12,14,19,37H,1-4,9-10,13H2,(H,39,40)/t19-/m1/s1

Standard InChI Key:  RXWCTVCORFDIBA-LJQANCHMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4793049

   ---

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: 625.57

Molecular Weight (Monoisotopic): 625.1306

AlogP: 4.83

#Rotatable Bonds: 8

Polar Surface Area: 128.11

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.84

CX Basic pKa: 4.51

CX LogP: 3.39

CX LogD: 1.42

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: -0.96

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