1,1-dimethyl-2-phenylcarboxamidohexanoic anhydride

ID: ALA131704

PubChem CID: 44354931

Max Phase: Preclinical

Molecular Formula: C30H40N2O5

Molecular Weight: 508.66

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H40N2O5/c1-7-15-23(31-25(33)21-17-11-9-12-18-21)29(3,4)27(35)37-28(36)30(5,6)24(16-8-2)32-26(34)22-19-13-10-14-20-22/h9-14,17-20,23-24H,7-8,15-16H2,1-6H3,(H,31,33)(H,32,34)

Standard InChI Key:  HPGZOBMWVCIJEN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.8250   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -1.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2542   -1.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4625   -1.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3917   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9667   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3208   -1.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  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
 13  1  2  0
 14  6  2  0
 15  7  2  0
 16  7  1  0
 17  6  1  0
 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 28  1  0
 31 29  1  0
 32 25  2  0
 33 26  1  0
 34 27  2  0
 35 24  1  0
 36 34  1  0
 37 32  1  0
 33 36  2  0
 35 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA131704

   1,1-Dimethyl-2-phenylcarboxamidohexanoic 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: 508.66

Molecular Weight (Monoisotopic): 508.2937

AlogP: 5.31

#Rotatable Bonds: 12

Polar Surface Area: 101.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.62

CX LogD: 6.62

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -0.11

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