(R)-2-hydroxy-4-(1-(perfluorophenylsulfonyl)-N-((6-(tetrahydro-2H-pyran-4-yl)pyridin-3-yl)methyl)azetidine-2-carboxamido)benzoic acid

ID: ALA4758974

Chembl Id: CHEMBL4758974

PubChem CID: 153301538

Max Phase: Preclinical

Molecular Formula: C28H24F5N3O7S

Molecular Weight: 641.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(N(Cc2ccc(C3CCOCC3)nc2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C28H24F5N3O7S/c29-21-22(30)24(32)26(25(33)23(21)31)44(41,42)36-8-5-19(36)27(38)35(16-2-3-17(28(39)40)20(37)11-16)13-14-1-4-18(34-12-14)15-6-9-43-10-7-15/h1-4,11-12,15,19,37H,5-10,13H2,(H,39,40)/t19-/m1/s1

Standard InChI Key:  MLXBWVXUNSAGKK-LJQANCHMSA-N

Alternative Forms

1. Parent:

   

   ALA4758974

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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: 641.57

Molecular Weight (Monoisotopic): 641.1255

AlogP: 4.07

#Rotatable Bonds: 8

Polar Surface Area: 137.34

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: 5.02

CX LogP: 2.09

CX LogD: 0.29

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.21

Np Likeness Score: -1.05

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