2-(N-(1-(2',4'-Dichlorobiphenyl-4-yl)cyclobutyl)-4-(difluoromethoxy)phenylsulfonamido)acetic acid

ID: ALA3765421

Chembl Id: CHEMBL3765421

PubChem CID: 53373470

Max Phase: Preclinical

Molecular Formula: C25H21Cl2F2NO5S

Molecular Weight: 556.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CN(C1(c2ccc(-c3ccc(Cl)cc3Cl)cc2)CCC1)S(=O)(=O)c1ccc(OC(F)F)cc1

Standard InChI:  InChI=1S/C25H21Cl2F2NO5S/c26-18-6-11-21(22(27)14-18)16-2-4-17(5-3-16)25(12-1-13-25)30(15-23(31)32)36(33,34)20-9-7-19(8-10-20)35-24(28)29/h2-11,14,24H,1,12-13,15H2,(H,31,32)

Standard InChI Key:  VHGKQLHJJUPOCF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3765421

   [[[4-(Difluoromethoxy)phenyl]sulfonyl][1-(2',4'-dichloro-4-biphenylyl)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: 556.41

Molecular Weight (Monoisotopic): 555.0486

AlogP: 6.42

#Rotatable Bonds: 9

Polar Surface Area: 83.91

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.20

CX Basic pKa: ┄

CX LogP: 6.69

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: -1.00

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