(6bS,8aS,11R,12bS,14aR,14bR)-4,6b,8a,11,12b,14a-hexamethyl-2-oxo-11-((prop-2-ynyloxy)carbonyl)-2,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a-tetradecahydropicen-3-yl 10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxylate

ID: ALA5287213

Chembl Id: CHEMBL5287213

Max Phase: Preclinical

Molecular Formula: C47H51NO5

Molecular Weight: 709.93

Names and Identifiers

Canonical SMILES:  C#CCOC(=O)[C@]1(C)CC[C@]2(C)CC[C@]3(C)C4=CC=C5C(=CC(=O)C(OC(=O)N6c7ccccc7CCc7ccccc76)=C5C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1

Standard InChI:  InChI=1S/C47H51NO5/c1-8-27-52-41(50)44(4)22-21-43(3)23-25-46(6)38-20-19-33-30(2)40(37(49)28-34(33)45(38,5)24-26-47(46,7)39(43)29-44)53-42(51)48-35-15-11-9-13-31(35)17-18-32-14-10-12-16-36(32)48/h1,9-16,19-20,28,39H,17-18,21-27,29H2,2-7H3/t39-,43-,44-,45+,46-,47+/m1/s1

Standard InChI Key:  AEVKBBQWOLOLFH-BNOJDONBSA-N

Alternative Forms

1. Parent:

   

   ALA5287213

   ---

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: 709.93

Molecular Weight (Monoisotopic): 709.3767

AlogP: 10.30

#Rotatable Bonds: 3

Polar Surface Area: 72.91

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.61

CX LogD: 9.61

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.23

Np Likeness Score: 1.62

References

1. 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