N-(3-(4-bromophenethoxy)benzyl)-4-methoxy-N-(pyridin-4-ylmethyl)benzamide

ID: ALA4171639

PubChem CID: 135187303

Max Phase: Preclinical

Molecular Formula: C29H27BrN2O3

Molecular Weight: 531.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N(Cc2ccncc2)Cc2cccc(OCCc3ccc(Br)cc3)c2)cc1

Standard InChI:  InChI=1S/C29H27BrN2O3/c1-34-27-11-7-25(8-12-27)29(33)32(20-23-13-16-31-17-14-23)21-24-3-2-4-28(19-24)35-18-15-22-5-9-26(30)10-6-22/h2-14,16-17,19H,15,18,20-21H2,1H3

Standard InChI Key:  AQFNIDGAEDENIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   35.1667  -12.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1656  -13.7006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8736  -14.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5833  -13.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5804  -12.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8718  -12.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2866  -12.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9958  -12.8721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7020  -12.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9989  -13.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4112  -12.8668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6989  -11.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4078  -11.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4050  -10.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6953  -10.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9868  -10.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9930  -11.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7082  -14.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.4180  -15.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1252  -14.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1194  -14.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4105  -13.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8241  -13.6721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5348  -14.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6911   -9.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3967   -8.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2436  -13.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9502  -14.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9511  -14.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6610  -15.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3667  -14.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3580  -14.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6477  -13.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0779  -15.2718    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
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 24 25  1  0
 15 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4171639

   ---

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: 531.45

Molecular Weight (Monoisotopic): 530.1205

AlogP: 6.32

#Rotatable Bonds: 10

Polar Surface Area: 51.66

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.02

CX LogP: 5.97

CX LogD: 5.97

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.15

References

1. Wei C, Bajpai R, Sharma H, Heitmeier M, Jain AD, Matulis SM, Nooka AK, Mishra RK, Hruz PW, Schiltz GE, Shanmugam M..  (2017)  Development of GLUT4-selective antagonists for multiple myeloma therapy.,  139  [PMID:28837922] [10.1016/j.ejmech.2017.08.029]

Source

Source(1):

• Scientific Literature