Ethyl (4R,4aS,6aR,9S,11aR,11bS,E)-8-(((2-chlorothiazol-5-yl)methoxy)imino)-4,9,11b-trimethyltetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate

ID: ALA4548476

PubChem CID: 155545465

Max Phase: Preclinical

Molecular Formula: C26H37ClN2O3S

Molecular Weight: 493.11

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@]1(C)CCC[C@@]2(C)[C@@H]3CC[C@@]4(C)C[C@]3(CC[C@@H]21)C/C4=N\OCc1cnc(Cl)s1

Standard InChI:  InChI=1S/C26H37ClN2O3S/c1-5-31-21(30)25(4)10-6-9-24(3)18(25)8-12-26-13-20(23(2,16-26)11-7-19(24)26)29-32-15-17-14-28-22(27)33-17/h14,18-19H,5-13,15-16H2,1-4H3/b29-20+/t18-,19-,23-,24+,25+,26-/m0/s1

Standard InChI Key:  CSIPUFSNTCRCFA-NXLHDXIISA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   20.1290  -27.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7328  -26.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3320  -27.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5314  -27.4585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1288  -28.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3281  -28.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7301  -28.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0476  -26.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0476  -25.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7364  -25.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4293  -25.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4258  -26.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1155  -26.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8090  -26.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8125  -25.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1183  -25.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1237  -24.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8294  -23.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5236  -24.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5121  -25.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2120  -24.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5021  -25.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0024  -24.5775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5774  -25.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3678  -24.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9427  -25.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8149  -26.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5412  -26.7100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1219  -26.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7544  -25.4052    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.0882  -23.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1154  -25.9779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.4179  -27.1748    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.4220  -24.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9284  -26.2668    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  6
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  7  2  0
  8  2  1  0
  9  8  1  0
  9 10  1  0
 11 10  1  0
 11 12  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  1  0
 11 16  1  0
 16 17  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 15 20  1  0
 19 21  1  0
 22 21  1  0
 15 22  1  6
 21 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 26  1  0
 19 31  1  1
 16 32  1  1
 12 33  1  1
 11 34  1  6
 29 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548476

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 493.11

Molecular Weight (Monoisotopic): 492.2213

AlogP: 7.04

#Rotatable Bonds: 5

Polar Surface Area: 60.78

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.18

CX LogP: 6.82

CX LogD: 6.82

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: 1.31

References

1. Chen P, Zhang D, Li M, Wu Q, Lam YPY, Guo Y, Chen C, Bai N, Malhotra S, Li W, O'Connor PB, Fu H..  (2019)  Discovery of novel, potent, isosteviol-based antithrombotic agents.,  183  [PMID:31563807] [10.1016/j.ejmech.2019.111722]

Source

Source(1):

• Scientific Literature