5-(9,10-dihydrophenanthren-3-yl)-3-methylpentanoic acid

ID: ALA3246905

PubChem CID: 90655696

Max Phase: Preclinical

Molecular Formula: C20H22O2

Molecular Weight: 294.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CCc1ccc2c(c1)-c1ccccc1CC2)CC(=O)O

Standard InChI:  InChI=1S/C20H22O2/c1-14(12-20(21)22)6-7-15-8-9-17-11-10-16-4-2-3-5-18(16)19(17)13-15/h2-5,8-9,13-14H,6-7,10-12H2,1H3,(H,21,22)

Standard InChI Key:  LWHYQVFAHZASJH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   13.9065  -18.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6203  -18.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6298  -19.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9276  -19.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2159  -19.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5137  -19.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5232  -20.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8210  -21.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1093  -20.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0977  -20.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7999  -19.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7904  -18.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4926  -18.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2043  -18.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3161  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0239  -19.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7316  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4393  -19.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7316  -20.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1470  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8547  -19.5631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1470  -20.7889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  1 14  2  0
  5 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 15  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3246905

   5-(9,10-Dihydrophenanthren-3-yl)-3-methylpentanoic acid

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: 294.39

Molecular Weight (Monoisotopic): 294.1620

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.75

CX Basic pKa: ┄

CX LogP: 5.44

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.88

Np Likeness Score: 0.47

References

1. Dygos JH, Jett CM, Chinn LJ, Miller JE..  (1977)  Hypolipidemic activity of 5-aryl-3-methylvaleric acid derivatives.,  20  (12): [PMID:592342] [10.1021/jm00222a039]

Source

Source(1):

• Scientific Literature