(4aS,6aS,6bR,8aR,13aR,13bR,15bS)-2,2,6a,6b,9,9,13a-heptamethyl-11-(piperidin-4-yl)-1,2,3,4,5,6,6a,6b,7,8,8a,9,11,13,13a,13b,14,15b-octadecahydro-4aH-chryseno[1,2-f]indazole-4a-carboxylic acid hydrochloride

ID: ALA5270204

Max Phase: Preclinical

Molecular Formula: C36H56ClN3O2

Molecular Weight: 561.86

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)Cc6cn(C7CCNCC7)nc6C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1.Cl

Standard InChI:  InChI=1S/C36H55N3O2.ClH/c1-31(2)14-16-36(30(40)41)17-15-34(6)25(26(36)21-31)8-9-28-33(5)20-23-22-39(24-11-18-37-19-12-24)38-29(23)32(3,4)27(33)10-13-35(28,34)7;/h8,22,24,26-28,37H,9-21H2,1-7H3,(H,40,41);1H/t26-,27-,28+,33-,34+,35+,36-;/m0./s1

Standard InChI Key:  RNSHHMBDXDSZMZ-WBMZVROOSA-N

Molfile:  

     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
    2.2422   -0.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073   -0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898   -1.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -2.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3450   -1.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3450   -0.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6233   -0.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233   -1.2376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1351   -1.9097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4543   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248   -2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -2.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073   -2.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -1.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898   -2.4838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898    0.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    0.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5288    0.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6814    0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071    0.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4071    1.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6897    2.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    1.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660    2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0967    2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6814   -0.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -0.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987   -0.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3987   -0.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162    0.4112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    0.0041    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073   -1.2419    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2422   -1.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8698   -1.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007   -1.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1162   -1.2376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8698   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1025   -2.6116    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  4  5  1  0
  6  5  1  0
  7  6  1  0
  8  7  1  0
  8  9  1  0
  9  4  1  0
  8 10  2  0
 11 10  1  0
 12 11  1  0
  7 12  2  0
 11 13  1  0
 14  6  1  0
 15  6  1  0
  5 16  1  0
 16 17  1  0
 17  2  1  0
  5 18  1  6
  4 19  1  1
 20  3  1  0
 21 20  1  0
 21 22  2  0
 22  1  1  0
 23 22  1  0
 23 24  1  0
 25 24  1  0
 26 25  1  0
 26 27  1  0
 27 28  1  0
 28 23  1  0
 29 27  1  0
 30 27  1  0
 24 31  1  0
 31 32  1  0
 32  1  1  0
 24 33  1  1
 34 33  2  0
 35 33  1  0
 23 36  1  1
  3 37  1  6
  2 38  1  1
  1 39  1  6
 40 13  1  0
 41 40  1  0
 42 41  1  0
 43 42  1  0
 44 43  1  0
 13 44  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 561.86

Molecular Weight (Monoisotopic): 561.4294

AlogP: 7.71

#Rotatable Bonds: 2

Polar Surface Area: 67.15

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.42

CX Basic pKa: 10.12

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.36

Np Likeness Score: 2.17

References

1. Yu Y, Yuan W, Yuan J, Wei W, He Q, Zhang X, He S, Yang C..  (2023)  Synthesis and biological evaluation of pyrazole-fused oleanolic acid derivatives as novel inhibitors of inflammatory and osteoclast differentiation.,  80  [PMID:36701870] [10.1016/j.bmc.2023.117177]

Source

Source(1):

• Scientific Literature