(R)-4-(N-(4-cyclohexylbenzyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamido)-5-fluoro-2-hydroxybenzoic acid

ID: ALA4742343

Chembl Id: CHEMBL4742343

PubChem CID: 135257791

Max Phase: Preclinical

Molecular Formula: C30H26F6N2O6S

Molecular Weight: 656.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(F)c(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/C30H26F6N2O6S/c31-19-12-18(30(41)42)22(39)13-21(19)37(14-15-6-8-17(9-7-15)16-4-2-1-3-5-16)29(40)20-10-11-38(20)45(43,44)28-26(35)24(33)23(32)25(34)27(28)36/h6-9,12-13,16,20,39H,1-5,10-11,14H2,(H,41,42)/t20-/m1/s1

Standard InChI Key:  DSTDCVGDUDNSTO-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA4742343

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2. Alternative Forms:

   

   ALA4742343

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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: 656.60

Molecular Weight (Monoisotopic): 656.1416

AlogP: 5.97

#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: 2.53

CX Basic pKa: ┄

CX LogP: 6.60

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.18

Np Likeness Score: -0.88

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