2-(4-(Difluoromethoxy)-N-(1-(2'-(trifluoromethoxy)biphenyl-4-yl)cyclobutyl)phenylsulfonamido)acetic acid

ID: ALA3765022

Chembl Id: CHEMBL3765022

PubChem CID: 53373472

Max Phase: Preclinical

Molecular Formula: C26H22F5NO6S

Molecular Weight: 571.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CN(C1(c2ccc(-c3ccccc3OC(F)(F)F)cc2)CCC1)S(=O)(=O)c1ccc(OC(F)F)cc1

Standard InChI:  InChI=1S/C26H22F5NO6S/c27-24(28)37-19-10-12-20(13-11-19)39(35,36)32(16-23(33)34)25(14-3-15-25)18-8-6-17(7-9-18)21-4-1-2-5-22(21)38-26(29,30)31/h1-2,4-13,24H,3,14-16H2,(H,33,34)

Standard InChI Key:  YZMDTMVHQAUYGH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3765022

   2-[[4-(Difluoromethoxy)phenyl]sulfonyl-[1-[4-[2-(trifluoromethoxy)phenyl]phenyl]cyclobutyl]amino]acetic acid

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: 571.52

Molecular Weight (Monoisotopic): 571.1088

AlogP: 6.01

#Rotatable Bonds: 10

Polar Surface Area: 93.14

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.20

CX Basic pKa: ┄

CX LogP: 6.91

CX LogD: 3.46

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.30

Np Likeness Score: -0.87

References

1. Chupak LS, Zheng X, Hu S, Huang Y, Ding M, Lewis MA, Westphal RS, Blat Y, McClure A, Gentles RG..  (2016)  Structure activity relationship studies on chemically non-reactive glycine sulfonamide inhibitors of diacylglycerol lipase.,  24  (7): [PMID:26917221] [10.1016/j.bmc.2016.02.006]

Source

Source(1):

• Scientific Literature