N-(3-(2-(3-bromophenyl)-2-oxoethoxy)benzyl)-4-methoxy-N-(pyridin-4-ylmethyl)benzamide

ID: ALA4167544

PubChem CID: 135187841

Max Phase: Preclinical

Molecular Formula: C29H25BrN2O4

Molecular Weight: 545.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N(Cc2ccncc2)Cc2cccc(OCC(=O)c3cccc(Br)c3)c2)cc1

Standard InChI:  InChI=1S/C29H25BrN2O4/c1-35-26-10-8-23(9-11-26)29(34)32(18-21-12-14-31-15-13-21)19-22-4-2-7-27(16-22)36-20-28(33)24-5-3-6-25(30)17-24/h2-17H,18-20H2,1H3

Standard InChI Key:  GRYUVOXTCCCSCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   35.7986  -28.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7975  -28.8357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5122  -29.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2287  -28.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2259  -28.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5104  -27.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9387  -27.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6548  -27.9993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   40.0837  -27.9939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3646  -26.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0802  -26.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0775  -25.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3609  -25.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6456  -25.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.8044  -30.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.0829  -28.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5101  -28.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2275  -29.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3566  -24.2881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0690  -23.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9390  -28.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6564  -29.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9371  -27.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.6575  -30.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3740  -30.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0865  -30.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0778  -29.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3606  -28.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7877  -28.7661    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
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 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 29  1  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4167544

   ---

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: 545.43

Molecular Weight (Monoisotopic): 544.0998

AlogP: 5.96

#Rotatable Bonds: 10

Polar Surface Area: 68.73

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.02

CX LogP: 5.19

CX LogD: 5.19

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: -1.33

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