(1S,5R)-N-(3,5-Difluorobenzyl)-4-isopropyl-8-oxospiro[4.5]deca-3,6-diene-1-carboxamide

ID: ALA3765258

PubChem CID: 127040565

Max Phase: Preclinical

Molecular Formula: C21H23F2NO2

Molecular Weight: 359.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1=CC[C@H](C(=O)NCc2cc(F)cc(F)c2)[C@@]12C=CC(=O)CC2

Standard InChI:  InChI=1S/C21H23F2NO2/c1-13(2)18-3-4-19(21(18)7-5-17(25)6-8-21)20(26)24-12-14-9-15(22)11-16(23)10-14/h3,5,7,9-11,13,19H,4,6,8,12H2,1-2H3,(H,24,26)/t19-,21-/m1/s1

Standard InChI Key:  DEQFLNYLNGXVDV-TZIWHRDSSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    0.0186    0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574   -0.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351   -1.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3979    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    2.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    3.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251    3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742    1.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4377    4.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6495    1.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9542   -1.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9575    0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4972    2.6879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7444    0.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7136    3.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613    5.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7757    5.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204    7.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507    8.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0363    7.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1915    5.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5919    8.1369    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405    7.6529    0.0000 F   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  1  0
  5  1  1  0
  6  7  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  1 10  1  1
  8 11  2  0
  5 12  1  1
  2 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 12 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3765258

   ---

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: 359.42

Molecular Weight (Monoisotopic): 359.1697

AlogP: 4.09

#Rotatable Bonds: 4

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: 0.51

References

1. Ling T, Gautam LN, Griffith E, Das S, Lang W, Shadrick WR, Shelat A, Lee R, Rivas F..  (2016)  Synthesis and evaluation of colletoic acid core derivatives.,  110  [PMID:26820555] [10.1016/j.ejmech.2016.01.027]

Source

Source(1):

• Scientific Literature