N-((2,2-Dimethylchroman-6-yl)sulfonyl)-N-(4-phenoxybenzyl)glycine

ID: ALA3319620

Chembl Id: CHEMBL3319620

Cas Number: 1620582-23-1

PubChem CID: 102340761

Max Phase: Preclinical

Molecular Formula: C26H27NO6S

Molecular Weight: 481.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCc2cc(S(=O)(=O)N(CC(=O)O)Cc3ccc(Oc4ccccc4)cc3)ccc2O1

Standard InChI:  InChI=1S/C26H27NO6S/c1-26(2)15-14-20-16-23(12-13-24(20)33-26)34(30,31)27(18-25(28)29)17-19-8-10-22(11-9-19)32-21-6-4-3-5-7-21/h3-13,16H,14-15,17-18H2,1-2H3,(H,28,29)

Standard InChI Key:  FOEGBOXMDBPYEV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3319620

   2-[(2,2-Dimethyl-3,4-dihydrochromen-6-yl)sulfonyl-[(4-phenoxyphenyl)methyl]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: 481.57

Molecular Weight (Monoisotopic): 481.1559

AlogP: 4.86

#Rotatable Bonds: 8

Polar Surface Area: 93.14

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.94

CX Basic pKa: ┄

CX LogP: 4.75

CX LogD: 1.27

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -0.66

References

1. Janssen FJ, Deng H, Baggelaar MP, Allarà M, van der Wel T, den Dulk H, Ligresti A, van Esbroeck AC, McGuire R, Di Marzo V, Overkleeft HS, van der Stelt M..  (2014)  Discovery of glycine sulfonamides as dual inhibitors of sn-1-diacylglycerol lipase α and α/β-hydrolase domain 6.,  57  (15): [PMID:24988361] [10.1021/jm500681z]

2. 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]

3. Janssen FJ, van der Stelt M..  (2016)  Inhibitors of diacylglycerol lipases in neurodegenerative and metabolic disorders.,  26  (16): [PMID:27394666] [10.1016/j.bmcl.2016.06.076]

4. Deng H, Li W..  (2020)  Therapeutic potential of targeting α/β-Hydrolase domain-containing 6 (ABHD6).,  198  [PMID:32371333] [10.1016/j.ejmech.2020.112353]

Source

Source(1):

• Scientific Literature