(4aS,6aS,6bR,8aR,13aR,13bR,15bS)-2,2,6a,6b,9,9,13a-heptamethyl-11-(pyrrolidin-3-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: ALA5290776

Max Phase: Preclinical

Molecular Formula: C35H54ClN3O2

Molecular Weight: 547.83

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(C7CCNC7)nc6C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1.Cl

Standard InChI:  InChI=1S/C35H53N3O2.ClH/c1-30(2)13-15-35(29(39)40)16-14-33(6)24(25(35)19-30)8-9-27-32(5)18-22-21-38(23-11-17-36-20-23)37-28(22)31(3,4)26(32)10-12-34(27,33)7;/h8,21,23,25-27,36H,9-20H2,1-7H3,(H,39,40);1H/t23?,25-,26-,27+,32-,33+,34+,35-;/m0./s1

Standard InChI Key:  RBEOCQXGRYVMSH-OYWGAMJCSA-N

Molfile:  

     RDKit          2D

 44 49  0  0  0  0  0  0  0  0999 V2000
    2.7900   -1.7857    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -0.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329   -0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -1.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -2.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370   -1.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5370   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8153   -0.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -1.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3271   -1.9099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4167   -2.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2475   -2.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -2.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329   -1.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -2.4840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019    0.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153    0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371    0.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722    0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897    0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156    0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2156    1.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4981    2.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722    1.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0743    2.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9052    2.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679   -0.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2073   -0.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2073   -0.8392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9246    0.4112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722    0.0041    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -1.2419    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0505   -1.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6464   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1346   -1.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9246   -1.6530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9246   -0.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1346   -0.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  5  6  1  0
  7  6  1  0
  8  7  1  0
  9  8  1  0
  9 10  1  0
 10  5  1  0
  9 11  2  0
 12 11  1  0
 13 12  1  0
  8 13  2  0
 14  7  1  0
 15  7  1  0
  6 16  1  0
 16 17  1  0
 17  3  1  0
  6 18  1  6
  5 19  1  1
 20  4  1  0
 21 20  1  0
 21 22  2  0
 22  2  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  2  1  0
 24 33  1  1
 34 33  2  0
 35 33  1  0
 23 36  1  1
  4 37  1  6
  3 38  1  1
  2 39  1  6
 12 40  1  0
 41 40  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 40  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: 547.83

Molecular Weight (Monoisotopic): 547.4138

AlogP: 7.32

#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: 10.59

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.38

Np Likeness Score: 2.24

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