pyridin-3-ylmethyl 4-(5-fluoro-2-(pyrrolidin-1-yl)benzamido)benzylcarbamate

ID: ALA5208000

PubChem CID: 156781194

Max Phase: Preclinical

Molecular Formula: C25H25FN4O3

Molecular Weight: 448.50

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(NC(=O)c2cc(F)ccc2N2CCCC2)cc1)OCc1cccnc1

Standard InChI:  InChI=1S/C25H25FN4O3/c26-20-7-10-23(30-12-1-2-13-30)22(14-20)24(31)29-21-8-5-18(6-9-21)16-28-25(32)33-17-19-4-3-11-27-15-19/h3-11,14-15H,1-2,12-13,16-17H2,(H,28,32)(H,29,31)

Standard InChI Key:  SVGHMALNVGCZNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -4.9987    1.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9969   -0.1204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5722    1.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575    1.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    1.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4283    1.1164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    2.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4278    1.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7175   -0.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1425   -0.1211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717   -0.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    1.1166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -0.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -1.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5717   -0.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571   -1.3624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709   -2.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5517   -1.6399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1037   -1.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7133    0.2918    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
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 14 13  2  0
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 13 18  1  0
 16 19  1  0
 19 20  1  0
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 20 22  2  0
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 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 21 27  1  0
 28 27  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 28  1  0
 24 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208000

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.50

Molecular Weight (Monoisotopic): 448.1911

AlogP: 4.50

#Rotatable Bonds: 7

Polar Surface Area: 83.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: 4.75

CX LogP: 3.79

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.56

Np Likeness Score: -1.79

References

1. Feng Y, Lu Y, Li J, Zhang H, Li Z, Feng H, Deng X, Liu D, Shi T, Jiang W, He Y, Zhang J, Wang Z..  (2022)  Design, synthesis and biological evaluation of novel o-aminobenzamide derivatives as potential anti-gastric cancer agents in vitro and in vivo.,  227  [PMID:34628244] [10.1016/j.ejmech.2021.113888]

Source

Source(1):

• Scientific Literature