1,1-dimethyl-2-phenylcarboxamidopentanoic anhydride

ID: ALA134068

PubChem CID: 44354971

Max Phase: Preclinical

Molecular Formula: C28H36N2O5

Molecular Weight: 480.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(NC(=O)c1ccccc1)C(C)(C)C(=O)OC(=O)C(C)(C)C(CC)NC(=O)c1ccccc1

Standard InChI:  InChI=1S/C28H36N2O5/c1-7-21(29-23(31)19-15-11-9-12-16-19)27(3,4)25(33)35-26(34)28(5,6)22(8-2)30-24(32)20-17-13-10-14-18-20/h9-18,21-22H,7-8H2,1-6H3,(H,29,31)(H,30,32)

Standard InChI Key:  CEAQLKDYOYEPQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 36  0  0  0  0  0  0  0  0999 V2000
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    3.1125   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -1.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2542   -1.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4625   -1.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125   -0.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792   -0.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5417   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6792   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3917   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8875   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6000   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1042   -1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208   -1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1125   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  9  1  0
  7  8  1  0
  8 11  1  0
  9 10  1  0
 10  3  1  0
 11  4  1  0
 12  2  2  0
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 15  7  2  0
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 18  3  1  0
 19  3  1  0
 20  4  1  0
 21  4  1  0
 10 22  1  0
 11 23  1  0
 24 16  2  0
 25 16  1  0
 26 17  2  0
 27 17  1  0
 28 22  1  0
 29 23  1  0
 30 27  2  0
 31 24  1  0
 32 25  2  0
 33 26  1  0
 34 30  1  0
 35 32  1  0
 33 34  2  0
 31 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA134068

   1,1-Dimethyl-2-phenylcarboxamidopentanoic anhydride

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: 480.61

Molecular Weight (Monoisotopic): 480.2624

AlogP: 4.53

#Rotatable Bonds: 10

Polar Surface Area: 101.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.74

CX LogD: 5.74

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.12

References

1. Iijima K, Katada J, Hayashi Y..  (1999)  Symmetrical anhydride-type serine protease inhibitors: structure-activity relationship studies of human chymase inhibitors.,  9  (3): [PMID:10091694] [10.1016/s0960-894x(99)00012-8]

Source

Source(1):

• Scientific Literature