US8952169, 245

ID: ALA3662077

Chembl Id: CHEMBL3662077

PubChem CID: 86703474

Max Phase: Preclinical

Molecular Formula: C21H26F3NO4S

Molecular Weight: 445.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(COc2cc(F)c(C(=O)NS(=O)(=O)C3CC3)cc2C2CC2)CCC(F)(F)CC1

Standard InChI:  InChI=1S/C21H26F3NO4S/c1-20(6-8-21(23,24)9-7-20)12-29-18-11-17(22)16(10-15(18)13-2-3-13)19(26)25-30(27,28)14-4-5-14/h10-11,13-14H,2-9,12H2,1H3,(H,25,26)

Standard InChI Key:  XUCXIMYTIQZZHZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3662077

   5-cyclopropyl-N-(cyclopropylsulfonyl)-4-((4,4-difluoro-1-methylcyclohexyl)-methoxy)-2-fluorobenzamide

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: 445.50

Molecular Weight (Monoisotopic): 445.1535

AlogP: 4.52

#Rotatable Bonds: 7

Polar Surface Area: 72.47

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.96

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 2.88

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -0.33

References

1.  (2015)  N-substituted benzamides and methods of use thereof, 

2. Sun S, Jia Q, Zenova AY, Wilson MS, Chowdhury S, Focken T, Li J, Decker S, Grimwood ME, Andrez JC, Hemeon I, Sheng T, Chen CA, White A, Hackos DH, Deng L, Bankar G, Khakh K, Chang E, Kwan R, Lin S, Nelkenbrecher K, Sellers BD, DiPasquale AG, Chang J, Pang J, Sojo L, Lindgren A, Waldbrook M, Xie Z, Young C, Johnson JP, Robinette CL, Cohen CJ, Safina BS, Sutherlin DP, Ortwine DF, Dehnhardt CM..  (2019)  Identification of Selective Acyl Sulfonamide-Cycloalkylether Inhibitors of the Voltage-Gated Sodium Channel (Na_V) 1.7 with Potent Analgesic Activity.,  62  (2): [PMID:30499663] [10.1021/acs.jmedchem.8b01621]

Source

Source(2):

• Scientific Literature
• BindingDB Database