2-methoxyethyl 3-hydroxy-9beta,13alpha-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oate

ID: ALA4751648

Chembl Id: CHEMBL4751648

PubChem CID: 162652598

Max Phase: Preclinical

Molecular Formula: C32H44O5

Molecular Weight: 508.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCOC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(=CC(=O)C(O)=C5C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1

Standard InChI:  InChI=1S/C32H44O5/c1-20-21-8-9-24-30(4,22(21)18-23(33)26(20)34)13-15-32(6)25-19-29(3,27(35)37-17-16-36-7)11-10-28(25,2)12-14-31(24,32)5/h8-9,18,25,34H,10-17,19H2,1-7H3/t25-,28-,29-,30+,31-,32+/m1/s1

Standard InChI Key:  XOSQVEAJBXFZJM-JSJVQHDDSA-N

Alternative Forms

1. Parent:

   

   ALA4751648

   ---

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: 508.70

Molecular Weight (Monoisotopic): 508.3189

AlogP: 6.80

#Rotatable Bonds: 4

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.75

CX Basic pKa: ┄

CX LogP: 5.43

CX LogD: 5.43

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: 2.77

References

1. He QW,Feng JH,Hu XL,Long H,Huang XF,Jiang ZZ,Zhang XQ,Ye WC,Wang H.  (2020)  Synthesis and Biological Evaluation of Celastrol Derivatives as Potential Immunosuppressive Agents.,  83  (9.0): [PMID:32822186] [10.1021/acs.jnatprod.0c00067]

2. Hu XL, He QW, Long H, Zhang LX, Wang R, Wang BL, Feng JH, Wang Q, Hou JQ, Zhang XQ, Ye WC, Wang H..  (2021)  Synthesis and Biological Evaluation of Celastrol Derivatives with Improved Cytotoxic Selectivity and Antitumor Activities.,  84  (7.0): [PMID:34170694] [10.1021/acs.jnatprod.1c00262]

Source

Source(1):

• Scientific Literature