N-(3,3-Dimethyl-butyl)-4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-benzamide

ID: ALA123085

PubChem CID: 11078601

Max Phase: Preclinical

Molecular Formula: C21H23N3O2

Molecular Weight: 349.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)CCNC(=O)c1ccc(-c2nc(-c3ccccc3)no2)cc1

Standard InChI:  InChI=1S/C21H23N3O2/c1-21(2,3)13-14-22-19(25)16-9-11-17(12-10-16)20-23-18(24-26-20)15-7-5-4-6-8-15/h4-12H,13-14H2,1-3H3,(H,22,25)

Standard InChI Key:  BVYBDBBNQKYRTJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.4917   -4.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0917   -4.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -4.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917   -5.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -5.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1125   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5542   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -3.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5000   -4.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -2.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5542   -3.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6292   -3.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2125   -3.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -3.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6667   -3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -5.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9042   -2.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7042   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6292   -2.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -4.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  3  1  0
  6  8  1  0
  7  3  1  0
  8 14  2  0
  9  2  1  0
 10  6  2  0
 11  7  1  0
 12  7  2  0
 13 11  2  0
 14 12  1  0
 15  6  1  0
 16 18  1  0
 17 15  1  0
 18 17  1  0
 19  9  2  0
 20  9  1  0
 21 16  1  0
 22 16  1  0
 23 16  1  0
 24 20  2  0
 25 19  1  0
 26 24  1  0
  5  4  1  0
  8 13  1  0
 26 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA123085

   N-(3,3-Dimethyl-butyl)-4-(3-phenyl-[1,2,4]oxadiazol-5-yl)-benzamide

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: 349.43

Molecular Weight (Monoisotopic): 349.1790

AlogP: 4.57

#Rotatable Bonds: 5

Polar Surface Area: 68.02

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.55

References

1. Lloyd J, Schmidt JB, Rovnyak G, Ahmad S, Atwal KS, Bisaha SN, Doweyko LM, Stein PD, Traeger SC, Mathur A, Conder ML, DiMarco J, Harper TW, Jenkins-West T, Levesque PC, Normandin DE, Russell AD, Serafino RP, Smith MA, Lodge NJ..  (2001)  Design and synthesis of 4-substituted benzamides as potent, selective, and orally bioavailable I(Ks) blockers.,  44  (23): [PMID:11689063] [10.1021/jm015505u]

Source

Source(1):

• Scientific Literature