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

ID: ALA4758598

Chembl Id: CHEMBL4758598

PubChem CID: 162657283

Max Phase: Preclinical

Molecular Formula: C37H46O4

Molecular Weight: 554.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@](C)(C(=O)OCc4cccc(C)c4)CC[C@]3(C)CC[C@]12C

Standard InChI:  InChI=1S/C37H46O4/c1-23-9-8-10-25(19-23)22-41-32(40)34(4)14-13-33(3)15-17-36(6)29-12-11-26-24(2)31(39)28(38)20-27(26)35(29,5)16-18-37(36,7)30(33)21-34/h8-12,19-20,30,39H,13-18,21-22H2,1-7H3/t30-,33-,34-,35+,36-,37+/m1/s1

Standard InChI Key:  ZWXPKEBNMDSAJA-SUNMMQDUSA-N

Alternative Forms

1. Parent:

   

   ALA4758598

   ---

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: 554.77

Molecular Weight (Monoisotopic): 554.3396

AlogP: 8.66

#Rotatable Bonds: 3

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.75

CX Basic pKa: ┄

CX LogP: 7.71

CX LogD: 7.71

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.38

Np Likeness Score: 2.38

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