(R)-4-(N-(4-cyclohexylbenzyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamido)benzoic acid

ID: ALA4794269

PubChem CID: 135257851

Max Phase: Preclinical

Molecular Formula: C30H27F5N2O5S

Molecular Weight: 622.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(N(Cc2ccc(C3CCCCC3)cc2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1

Standard InChI:  InChI=1S/C30H27F5N2O5S/c31-23-24(32)26(34)28(27(35)25(23)33)43(41,42)37-15-14-22(37)29(38)36(21-12-10-20(11-13-21)30(39)40)16-17-6-8-19(9-7-17)18-4-2-1-3-5-18/h6-13,18,22H,1-5,14-16H2,(H,39,40)/t22-/m1/s1

Standard InChI Key:  CGWGTLOCBQNRAJ-JOCHJYFZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4794269

   ---

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: 622.61

Molecular Weight (Monoisotopic): 622.1561

AlogP: 6.12

#Rotatable Bonds: 8

Polar Surface Area: 94.99

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 6.11

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: -1.01

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