(4aS,6aS,6bR,8aR,13aR,13bR,15bS)-11-(2-bromoethyl)-2,2,6a,6b,9,9,13a-heptamethyl-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

ID: ALA5266874

Max Phase: Preclinical

Molecular Formula: C33H49BrN2O2

Molecular Weight: 585.67

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(CCBr)nc6C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C33H49BrN2O2/c1-28(2)12-14-33(27(37)38)15-13-31(6)22(23(33)19-28)8-9-25-30(5)18-21-20-36(17-16-34)35-26(21)29(3,4)24(30)10-11-32(25,31)7/h8,20,23-25H,9-19H2,1-7H3,(H,37,38)/t23-,24-,25+,30-,31+,32+,33-/m0/s1

Standard InChI Key:  QPIQQCBHSCUOIM-CEJXBKOESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5266874

   ---

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: 585.67

Molecular Weight (Monoisotopic): 584.2977

AlogP: 8.18

#Rotatable Bonds: 3

Polar Surface Area: 55.12

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.72

CX Basic pKa: 2.59

CX LogP: 8.25

CX LogD: 5.62

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.29

Np Likeness Score: 2.26

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