N-(biphenyl-4-ylmethyl)-3-(methoxymethyl)-1H-indole-2-sulfonamide

ID: ALA4513527

PubChem CID: 66546714

Max Phase: Preclinical

Molecular Formula: C23H22N2O3S

Molecular Weight: 406.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCc1c(S(=O)(=O)NCc2ccc(-c3ccccc3)cc2)[nH]c2ccccc12

Standard InChI:  InChI=1S/C23H22N2O3S/c1-28-16-21-20-9-5-6-10-22(20)25-23(21)29(26,27)24-15-17-11-13-19(14-12-17)18-7-3-2-4-8-18/h2-14,24-25H,15-16H2,1H3

Standard InChI Key:  DZDVZXNVKSJSHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.0937   -3.1001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8909   -3.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8897   -3.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5978   -4.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.3094   -3.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0938   -4.1895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   37.2808   -8.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0988   -8.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5021   -7.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0867   -7.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3340   -2.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1323   -1.9044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3802   -1.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513527

   3-(methoxymethyl)-N-[(4-phenylphenyl)methyl]-1H-indole-2-sulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 406.51

Molecular Weight (Monoisotopic): 406.1351

AlogP: 4.46

#Rotatable Bonds: 7

Polar Surface Area: 71.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.21

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 4.23

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -0.68

References

1. Greig IR, Baillie GL, Abdelrahman M, Trembleau L, Ross RA..  (2016)  Development of indole sulfonamides as cannabinoid receptor negative allosteric modulators.,  26  (18): [PMID:27542310] [10.1016/j.bmcl.2016.08.018]

Source

Source(1):

• Scientific Literature