5-(3-(2-aminoethyl)-1H-indol-1-yl)pentyl (3S,3aS,3a1S,4R,7aR,8aR,8bR,9R,11aS,13aR,13bR)-4-hydroxy-3a,13a,13b-trimethyl-6-oxo-3,9-di(prop-1-en-2-yl)octadecahydrocyclopenta[7,8]phenanthro[10,1-bc]oxepine-11a(1H)-carboxylate

ID: ALA5202613

Chembl Id: CHEMBL5202613

PubChem CID: 168293055

Max Phase: Preclinical

Molecular Formula: C45H64N2O5

Molecular Weight: 713.02

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)OCCCCCn3cc(CCN)c4ccccc43)CC[C@]3(C)[C@H](C[C@H]4OC(=O)C[C@@H](O)[C@]5(C)[C@@H]4[C@@]3(C)CC[C@H]5C(=C)C)[C@@H]12

Standard InChI:  InChI=1S/C45H64N2O5/c1-28(2)31-15-19-45(41(50)51-24-12-8-11-23-47-27-30(17-22-46)32-13-9-10-14-35(32)47)21-20-42(5)34(39(31)45)25-36-40-43(42,6)18-16-33(29(3)4)44(40,7)37(48)26-38(49)52-36/h9-10,13-14,27,31,33-34,36-37,39-40,48H,1,3,8,11-12,15-26,46H2,2,4-7H3/t31-,33-,34+,36+,37+,39+,40-,42+,43+,44+,45-/m0/s1

Standard InChI Key:  MOMANWKZQGPHPN-UBHUSUJASA-N

Alternative Forms

1. Parent:

   

   ALA5202613

   ---

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: 713.02

Molecular Weight (Monoisotopic): 712.4815

AlogP: 8.56

#Rotatable Bonds: 11

Polar Surface Area: 103.78

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.73

CX LogP: 7.80

CX LogD: 5.55

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.14

Np Likeness Score: 1.80

References

1. Wang H, Wu D, Gao C, Teng H, Zhao Y, He Z, Chen W, Zong Y, Du R..  (2022)  Seco-Lupane Triterpene Derivatives Induce Ferroptosis through GPX4/ACSL4 Axis and Target Cyclin D1 to Block the Cell Cycle.,  65  (14.0): [PMID:35801495] [10.1021/acs.jmedchem.2c00664]

Source

Source(1):

• Scientific Literature