(4aS,6aS,6bR,8aR,13aR,13bR,15bS)-11-(3-aminopropyl)-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 hydrochloride

ID: ALA5275936

Max Phase: Preclinical

Molecular Formula: C34H54ClN3O2

Molecular Weight: 535.82

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

Standard InChI:  InChI=1S/C34H53N3O2.ClH/c1-29(2)13-15-34(28(38)39)16-14-32(6)23(24(34)20-29)9-10-26-31(5)19-22-21-37(18-8-17-35)36-27(22)30(3,4)25(31)11-12-33(26,32)7;/h9,21,24-26H,8,10-20,35H2,1-7H3,(H,38,39);1H/t24-,25-,26+,31-,32+,33+,34-;/m0./s1

Standard InChI Key:  XOVWCRQDWPAHAW-UBEICXJMSA-N

Molfile:  

     RDKit          2D

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    4.3991   -0.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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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: 535.82

Molecular Weight (Monoisotopic): 535.4138

AlogP: 7.13

#Rotatable Bonds: 4

Polar Surface Area: 81.14

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.42

CX Basic pKa: 10.31

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.40

Np Likeness Score: 2.22

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