(4S,5R)-4-((Benzo[d]thiazol-2-ylsulfonyl)methyl)-1-isopropylspiro[4.5]deca-1,6-dien-8-one

ID: ALA3764356

PubChem CID: 127042102

Max Phase: Preclinical

Molecular Formula: C21H23NO3S2

Molecular Weight: 401.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1=CC[C@H](CS(=O)(=O)c2nc3ccccc3s2)[C@@]12C=CC(=O)CC2

Standard InChI:  InChI=1S/C21H23NO3S2/c1-14(2)17-8-7-15(21(17)11-9-16(23)10-12-21)13-27(24,25)20-22-18-5-3-4-6-19(18)26-20/h3-6,8-9,11,14-15H,7,10,12-13H2,1-2H3/t15-,21+/m1/s1

Standard InChI Key:  AZIFAEZORSWDIZ-VFNWGFHPSA-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
    6.6217    0.9646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2390    2.9344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648    3.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5237    2.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0232    2.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6577    3.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7987    4.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2844    4.7489    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
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  5  1  1  0
  6  7  2  0
  6  1  1  0
  7  8  1  0
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  9 10  1  0
  1 10  1  1
  8 11  2  0
  5 12  1  1
  2 13  1  0
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 12 16  1  0
 16 17  1  0
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 20 19  1  0
 19 17  2  0
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 21 22  1  0
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 23 24  1  0
 24 25  2  0
 25 20  1  0
 16 26  2  0
 16 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3764356

   ---

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: 401.55

Molecular Weight (Monoisotopic): 401.1119

AlogP: 4.58

#Rotatable Bonds: 4

Polar Surface Area: 64.10

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: 0.29

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