(Z)-((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)5H-dibenzo[b,f]azepine-5-carboxylate

ID: ALA5267633

Chembl Id: CHEMBL5267633

Max Phase: Preclinical

Molecular Formula: C47H49NO5

Molecular Weight: 707.91

Associated Items:

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)N6c7ccccc7C=Cc7ccccc76)=C5C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1

Standard InChI:  InChI=1S/C47H49NO5/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/h1,9-20,28,39H,21-27,29H2,2-7H3/t39-,43-,44-,45+,46-,47+/m1/s1

Standard InChI Key:  UVYURRWEWRRVFN-BNOJDONBSA-N

Alternative Forms

  1. Parent:

    ALA5267633

    ---

Associated Targets(Human)

MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mesenchymal stem cells (332 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP3 Tchem Caspase-3 (3632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 707.91Molecular Weight (Monoisotopic): 707.3611AlogP: 10.69#Rotatable Bonds: 3
Polar Surface Area: 72.91Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: 2HBA (Lipinski): 6HBD (Lipinski): #RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: CX LogP: 9.41CX LogD: 9.41
Aromatic Rings: 2Heavy Atoms: 53QED Weighted: 0.23Np Likeness Score: 1.71

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