N-(3-((4-fluorobenzyl)oxy)benzyl)-4-methoxy-N-(pyridin-4-ylmethyl)benzamide

ID: ALA4174037

PubChem CID: 135187645

Max Phase: Preclinical

Molecular Formula: C28H25FN2O3

Molecular Weight: 456.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N(Cc2ccncc2)Cc2cccc(OCc3ccc(F)cc3)c2)cc1

Standard InChI:  InChI=1S/C28H25FN2O3/c1-33-26-11-7-24(8-12-26)28(32)31(18-21-13-15-30-16-14-21)19-23-3-2-4-27(17-23)34-20-22-5-9-25(29)10-6-22/h2-17H,18-20H2,1H3

Standard InChI Key:  SOFMDLATWXXFHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.2873  -19.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2862  -20.6550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9942  -21.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7039  -20.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7011  -19.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.1165  -19.8265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8226  -19.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1195  -20.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5319  -19.8212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8195  -18.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.2458  -21.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2401  -21.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5311  -20.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9448  -20.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6554  -21.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8117  -16.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5173  -15.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3601  -20.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0691  -21.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7733  -20.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7678  -19.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0521  -19.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3508  -19.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4719  -19.3777    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 15 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174037

   ---

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: 456.52

Molecular Weight (Monoisotopic): 456.1849

AlogP: 5.65

#Rotatable Bonds: 9

Polar Surface Area: 51.66

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.02

CX LogP: 5.05

CX LogD: 5.05

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: -1.37

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