(R)-methyl 4-(N-((5-cyclohexylpyridin-2-yl)methyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamido)-2-hydroxybenzoate

ID: ALA4792177

PubChem CID: 135257576

Max Phase: Preclinical

Molecular Formula: C30H28F5N3O6S

Molecular Weight: 653.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(N(Cc2ccc(C3CCCCC3)cn2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C30H28F5N3O6S/c1-44-30(41)20-10-9-19(13-22(20)39)37(15-18-8-7-17(14-36-18)16-5-3-2-4-6-16)29(40)21-11-12-38(21)45(42,43)28-26(34)24(32)23(31)25(33)27(28)35/h7-10,13-14,16,21,39H,2-6,11-12,15H2,1H3/t21-/m1/s1

Standard InChI Key:  ZLKJOAVWPJXSFD-OAQYLSRUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4792177

   ---

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: 5.31

#Rotatable Bonds: 8

Polar Surface Area: 117.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.37

CX Basic pKa: 4.50

CX LogP: 5.67

CX LogD: 5.66

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: -0.95

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