N-[2,2-Dimethyl-4-(3-phenoxyphenyl)-3-oxopentanoyl]pyrrolidine

ID: ALA2269842

PubChem CID: 10618851

Max Phase: Preclinical

Molecular Formula: C23H27NO3

Molecular Weight: 365.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)C(C)(C)C(=O)N1CCCC1)c1cccc(Oc2ccccc2)c1

Standard InChI:  InChI=1S/C23H27NO3/c1-17(21(25)23(2,3)22(26)24-14-7-8-15-24)18-10-9-13-20(16-18)27-19-11-5-4-6-12-19/h4-6,9-13,16-17H,7-8,14-15H2,1-3H3

Standard InChI Key:  XHDGNGSDEWMQJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.9168   -4.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7339   -4.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7384   -3.6504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8297   -4.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6327   -4.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0369   -3.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4838   -3.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0282   -3.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6195   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9104   -3.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9104   -4.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0238   -2.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6195   -2.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2013   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4963   -3.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7872   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4963   -2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2013   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0781   -3.6567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3732   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6641   -3.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9550   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9550   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6641   -2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3732   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
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  4  8  1  0
  9  1  1  0
  1 10  1  0
 10 11  1  0
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  9 13  2  0
 10 14  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
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 25 26  2  0
 26 27  1  0
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 21 22  1  0
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 11 15  1  0
  4  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269842

   2,2-Dimethyl-4-(3-phenoxyphenyl)-1-pyrrolidin-1-ylpentane-1,3-dione

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: 365.47

Molecular Weight (Monoisotopic): 365.1991

AlogP: 4.80

#Rotatable Bonds: 6

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: 5.02

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.66

References

1. Cantín A, Moya P, Miranda MA, Primo J, Primo-Yúfera E..  (2000)  Synthesis and biological evaluation of new analogues of the active fungal metabolites N-(2-methyl-3-oxodecanoyl)-2-pyrroline and N-(2-methyl-3-oxodec-8-enoyl)-2-pyrroline (II).,  48  (8): [PMID:10956170] [10.1021/jf990948g]

Source

Source(1):

• Scientific Literature