(R)-4-(N-(4-cyclopentylbenzyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamido)-2-hydroxybenzoic acid

ID: ALA4754054

Chembl Id: CHEMBL4754054

PubChem CID: 135257564

Max Phase: Preclinical

Molecular Formula: C29H25F5N2O6S

Molecular Weight: 624.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(N(Cc2ccc(C3CCCC3)cc2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)cc1O

Standard InChI:  InChI=1S/C29H25F5N2O6S/c30-22-23(31)25(33)27(26(34)24(22)32)43(41,42)36-12-11-20(36)28(38)35(18-9-10-19(29(39)40)21(37)13-18)14-15-5-7-17(8-6-15)16-3-1-2-4-16/h5-10,13,16,20,37H,1-4,11-12,14H2,(H,39,40)/t20-/m1/s1

Standard InChI Key:  IMLROLQAPJSSHB-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA4754054

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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: 624.58

Molecular Weight (Monoisotopic): 624.1353

AlogP: 5.44

#Rotatable Bonds: 8

Polar Surface Area: 115.22

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.85

CX Basic pKa: ┄

CX LogP: 6.02

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.20

Np Likeness Score: -0.93

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