(4S,5R)-1-Isopropyl-4-((naphthalen-2-ylsulfonyl)methyl)spiro[4.5]deca-1,6-dien-8-one

ID: ALA3764124

PubChem CID: 127041811

Max Phase: Preclinical

Molecular Formula: C24H26O3S

Molecular Weight: 394.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1=CC[C@H](CS(=O)(=O)c2ccc3ccccc3c2)[C@@]12C=CC(=O)CC2

Standard InChI:  InChI=1S/C24H26O3S/c1-17(2)23-10-8-20(24(23)13-11-21(25)12-14-24)16-28(26,27)22-9-7-18-5-3-4-6-19(18)15-22/h3-7,9-11,13,15,17,20H,8,12,14,16H2,1-2H3/t20-,24+/m1/s1

Standard InChI Key:  PUJMQAPTJYSHAS-YKSBVNFPSA-N

Molfile:  

     RDKit          2D

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   -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
    2.6532    1.1897    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
    4.0206    0.5711    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2405    1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6047    0.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8282    1.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    2.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153    3.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798    3.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8958    4.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7474    5.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3829    6.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1669    5.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385   -0.6230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0455   -0.1283    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  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
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 22  2  0
 21 20  2  0
 20 17  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 16 27  2  0
 16 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3764124

   ---

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: 394.54

Molecular Weight (Monoisotopic): 394.1603

AlogP: 5.12

#Rotatable Bonds: 4

Polar Surface Area: 51.21

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: 0.65

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