(R)-N-(4-cyclohexylbenzyl)-N-(3-hydroxy-4-(hydroxycarbamoyl)phenyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamide

ID: ALA4747080

Chembl Id: CHEMBL4747080

PubChem CID: 135242122

Max Phase: Preclinical

Molecular Formula: C30H28F5N3O6S

Molecular Weight: 653.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(N(Cc2ccc(C3CCCCC3)cc2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C30H28F5N3O6S/c31-23-24(32)26(34)28(27(35)25(23)33)45(43,44)38-13-12-21(38)30(41)37(19-10-11-20(22(39)14-19)29(40)36-42)15-16-6-8-18(9-7-16)17-4-2-1-3-5-17/h6-11,14,17,21,39,42H,1-5,12-13,15H2,(H,36,40)/t21-/m1/s1

Standard InChI Key:  BQFRQBBOUBONIP-OAQYLSRUSA-N

Alternative Forms

1. Parent:

   

   ALA4747080

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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: 653.63

Molecular Weight (Monoisotopic): 653.1619

AlogP: 5.25

#Rotatable Bonds: 8

Polar Surface Area: 127.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.65

CX Basic pKa: ┄

CX LogP: 5.65

CX LogD: 5.46

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.10

Np Likeness Score: -1.03

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