(4S,5R)-4-(((5-(Hexylthio)-1,3,4-thiadiazol-2-yl)sulfonyl)methyl)-1-isopropylspiro[4.5]deca-1,6-dien-8-one

ID: ALA3765510

PubChem CID: 127042100

Max Phase: Preclinical

Molecular Formula: C22H32N2O3S3

Molecular Weight: 468.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCSc1nnc(S(=O)(=O)C[C@H]2CC=C(C(C)C)[C@]23C=CC(=O)CC3)s1

Standard InChI:  InChI=1S/C22H32N2O3S3/c1-4-5-6-7-14-28-20-23-24-21(29-20)30(26,27)15-17-8-9-19(16(2)3)22(17)12-10-18(25)11-13-22/h9-10,12,16-17H,4-8,11,13-15H2,1-3H3/t17-,22+/m1/s1

Standard InChI Key:  MUFRAAXZUWIBPZ-VGSWGCGISA-N

Molfile:  

     RDKit          2D

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    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
    2.6532    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
    6.6462    0.9596    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5359    2.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622    3.3866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2326    2.9325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0341    2.1606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7912    3.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2920    3.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0491    4.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5499    4.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3070    6.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5070    6.0293    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  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 16 29  2  0
 16 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3765510

   ---

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: 468.71

Molecular Weight (Monoisotopic): 468.1575

AlogP: 5.49

#Rotatable Bonds: 10

Polar Surface Area: 76.99

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.26

Np Likeness Score: 0.14

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