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

ID: ALA4753422

PubChem CID: 153301562

Max Phase: Preclinical

Molecular Formula: C28H25F5N4O6S

Molecular Weight: 640.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(N(Cc2ncc(C3CCCCC3)cn2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C28H25F5N4O6S/c29-21-22(30)24(32)26(25(33)23(21)31)44(42,43)37-9-8-18(37)27(39)36(16-6-7-17(28(40)41)19(38)10-16)13-20-34-11-15(12-35-20)14-4-2-1-3-5-14/h6-7,10-12,14,18,38H,1-5,8-9,13H2,(H,40,41)/t18-/m1/s1

Standard InChI Key:  CWOAWEHYVGDKOS-GOSISDBHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4753422

   ---

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: 640.59

Molecular Weight (Monoisotopic): 640.1415

AlogP: 4.62

#Rotatable Bonds: 8

Polar Surface Area: 141.00

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.85

CX Basic pKa: 0.39

CX LogP: 5.01

CX LogD: 1.46

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.21

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