(1S,5R)-N-(5-(4-Chlorophenyl)thiazol-2-yl)-4-isopropyl-8-oxospiro[4.5]deca-3,6-diene-1-carboxamide

ID: ALA3764221

PubChem CID: 127041810

Max Phase: Preclinical

Molecular Formula: C23H23ClN2O2S

Molecular Weight: 426.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1=CC[C@H](C(=O)Nc2ncc(-c3ccc(Cl)cc3)s2)[C@@]12C=CC(=O)CC2

Standard InChI:  InChI=1S/C23H23ClN2O2S/c1-14(2)18-7-8-19(23(18)11-9-17(27)10-12-23)21(28)26-22-25-13-20(29-22)15-3-5-16(24)6-4-15/h3-7,9,11,13-14,19H,8,10,12H2,1-2H3,(H,25,26,28)/t19-,23-/m1/s1

Standard InChI Key:  ZKOSXJPBSUPTOB-AUSIDOKSSA-N

Molfile:  

     RDKit          2D

 29 32  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
    3.7026    5.0543    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1312    5.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0074    4.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203    3.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6014    6.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6920    8.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2678    9.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7552    9.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6669    8.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0911    7.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2158   10.8104    0.0000 Cl  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  1  0
 20 21  2  0
 21 22  1  0
 22 18  2  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 20 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3764221

   ---

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: 426.97

Molecular Weight (Monoisotopic): 426.1169

AlogP: 5.91

#Rotatable Bonds: 4

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.96

CX Basic pKa: ┄

CX LogP: 5.36

CX LogD: 5.26

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: 0.13

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