(R)-4-(N-(4-cyclohexylbenzyl)-2-(2,3,4,5,6-pentafluoro-N-methylphenylsulfonamido)butanamido)-3-methylbenzoic acid

ID: ALA4283675

PubChem CID: 145991660

Max Phase: Preclinical

Molecular Formula: C32H33F5N2O5S

Molecular Weight: 652.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C(=O)N(Cc1ccc(C2CCCCC2)cc1)c1ccc(C(=O)O)cc1C)N(C)S(=O)(=O)c1c(F)c(F)c(F)c(F)c1F

Standard InChI:  InChI=1S/C32H33F5N2O5S/c1-4-23(38(3)45(43,44)30-28(36)26(34)25(33)27(35)29(30)37)31(40)39(24-15-14-22(32(41)42)16-18(24)2)17-19-10-12-21(13-11-19)20-8-6-5-7-9-20/h10-16,20,23H,4-9,17H2,1-3H3,(H,41,42)/t23-/m1/s1

Standard InChI Key:  HPNRWJWDBGDIDJ-HSZRJFAPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4283675

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 652.68

Molecular Weight (Monoisotopic): 652.2030

AlogP: 7.07

#Rotatable Bonds: 10

Polar Surface Area: 94.99

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 7.62

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.14

Np Likeness Score: -0.84

References

1. Lopez-Tapia F, Brotherton-Pleiss C, Yue P, Murakami H, Costa Araujo AC, Reis Dos Santos B, Ichinotsubo E, Rabkin A, Shah R, Lantz M, Chen S, Tius MA, Turkson J..  (2018)  Linker Variation and Structure-Activity Relationship Analyses of Carboxylic Acid-based Small Molecule STAT3 Inhibitors.,  9  (3): [PMID:29541369] [10.1021/acsmedchemlett.7b00544]

Source

Source(1):

• Scientific Literature