US8952169, 389

ID: ALA3662190

Chembl Id: CHEMBL3662190

Cas Number: 1494585-79-3

PubChem CID: 90026208

Max Phase: Preclinical

Molecular Formula: C23H30FNO4S

Molecular Weight: 435.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(COc2cc(F)c(C(=O)NS(=O)(=O)C3CC3)cc2C2CC2)CCC2(CC1)CC2

Standard InChI:  InChI=1S/C23H30FNO4S/c1-22(6-8-23(9-7-22)10-11-23)14-29-20-13-19(24)18(12-17(20)15-2-3-15)21(26)25-30(27,28)16-4-5-16/h12-13,15-16H,2-11,14H2,1H3,(H,25,26)

Standard InChI Key:  GFDXIUXAFNREKM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3662190

   NaV1.7 inhibitor-1

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: 435.56

Molecular Weight (Monoisotopic): 435.1880

AlogP: 4.66

#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: 4.46

CX LogD: 3.52

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -0.19

References

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

2. Mulcahy JV, Pajouhesh H, Beckley JT, Delwig A, Du Bois J, Hunter JC..  (2019)  Challenges and Opportunities for Therapeutics Targeting the Voltage-Gated Sodium Channel Isoform Na_V1.7.,  62  (19): [PMID:31012583] [10.1021/acs.jmedchem.8b01906]

3. 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