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

ID: ALA2269844

PubChem CID: 11792256

Max Phase: Preclinical

Molecular Formula: C22H25NO3

Molecular Weight: 351.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H25NO3/c1-16(21(24)17(2)22(25)23-13-6-7-14-23)18-9-8-12-20(15-18)26-19-10-4-3-5-11-19/h3-5,8-12,15-17H,6-7,13-14H2,1-2H3

Standard InChI Key:  UUPABTWOCOGHSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   13.6207   -4.1648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7161   -4.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5235   -5.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9192   -4.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3564   -3.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9016   -3.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8854   -2.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1663   -2.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4633   -2.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4775   -3.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1966   -4.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1521   -1.7282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7441   -2.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0392   -3.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3200   -2.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3059   -1.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0088   -1.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7280   -1.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6171   -3.0239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9021   -2.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1971   -3.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780   -2.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4638   -1.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1667   -1.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8859   -1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5904   -2.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  2  0
  8 12  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 19 20  1  0
 15 19  1  0
  9 13  1  0
  7 26  1  0
  1  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269844

   2-Methyl-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: 351.45

Molecular Weight (Monoisotopic): 351.1834

AlogP: 4.41

#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: 12.01

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.59

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