(1S,3aR,3bR,5aR,10aR,10bR,12R,12aR)-12-Hydroxy-3a,3b,6,6,10a-pentamethyl-8-phenylamino-1-((R)-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-1,2,3,3a,3b,4,5a,6,10,10a,10b,11,12,12a-tetradecahydro-9-thia-7-aza-dicyclopenta[a,h]phenanthren-5-one

ID: ALA4581114

PubChem CID: 155561489

Max Phase: Preclinical

Molecular Formula: C37H52N2O3S

Molecular Weight: 604.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@](C)([C@H]2CC[C@]3(C)[C@@H]2[C@H](O)C[C@@H]2[C@@]4(C)Cc5sc(Nc6ccccc6)nc5C(C)(C)[C@@H]4C(=O)C[C@]23C)O1

Standard InChI:  InChI=1S/C37H52N2O3S/c1-32(2)16-12-17-37(8,42-32)23-15-18-35(6)28(23)24(40)19-27-34(5)21-26-30(33(3,4)29(34)25(41)20-36(27,35)7)39-31(43-26)38-22-13-10-9-11-14-22/h9-11,13-14,23-24,27-29,40H,12,15-21H2,1-8H3,(H,38,39)/t23-,24+,27+,28-,29-,34+,35+,36+,37+/m0/s1

Standard InChI Key:  RHUAIUDLOGTIOH-TVSRYUDCSA-N

Molfile:  

 
     RDKit          2D

 47 53  0  0  0  0  0  0  0  0999 V2000
   23.0382  -14.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7559  -15.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7548  -14.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5116  -20.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1050  -20.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6898  -20.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1087  -18.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8218  -18.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8183  -19.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5282  -20.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2419  -19.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5352  -18.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2455  -18.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5405  -17.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2624  -17.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9755  -17.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9634  -18.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7462  -18.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2437  -18.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7657  -17.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0353  -16.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8467  -16.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1126  -15.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5708  -15.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4899  -16.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5235  -20.9811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8145  -18.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2375  -18.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9553  -19.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5567  -17.2341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.2124  -16.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2583  -16.4458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3911  -19.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3911  -18.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6059  -18.6592    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.1206  -19.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6059  -19.9950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2991  -19.3271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8884  -18.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3007  -17.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8907  -17.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0683  -17.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6578  -17.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0702  -18.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5527  -18.2712    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.1009  -19.3250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.5281  -19.3250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
 34  7  1  0
 33  5  1  0
  5  9  1  0
  8  7  1  0
  8  9  1  0
  8 12  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 12 13  1  0
 12 14  1  0
 13 17  1  0
 15 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 21 22  1  0
 21 25  1  0
 22 23  1  0
 23 24  1  0
 24  2  1  0
  2 25  1  0
 20 21  1  0
 10 26  2  0
  8 27  1  1
 13 28  1  1
 17 29  1  6
 20 30  1  6
 21 31  1  1
 15 32  1  1
 33 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 33  1  0
 36 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 39  1  0
 16 45  1  1
  9 46  1  6
 12 47  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4581114

   ---

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: 604.90

Molecular Weight (Monoisotopic): 604.3699

AlogP: 8.47

#Rotatable Bonds: 3

Polar Surface Area: 71.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.24

CX Basic pKa: 2.51

CX LogP: 8.00

CX LogD: 8.00

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.37

Np Likeness Score: 1.41

References

1. Wu Q, Wang R, Shi Y, Li W, Li M, Chen P, Pan B, Wang Q, Li C, Wang J, Sun G, Sun X, Fu H..  (2020)  Synthesis and biological evaluation of panaxatriol derivatives against myocardial ischemia/reperfusion injury in the rat.,  185  [PMID:31655431] [10.1016/j.ejmech.2019.111729]

Source

Source(1):

• Scientific Literature