(1S,2R,4aS,6aS,6bR,8aR,13aR,13bR,15bS)-10-(2-ethoxy-2-oxoethyl)-1,2,6a,6b,9,9,13a-heptamethyl-2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,13,13a,13b,14,15b-octadecahydro-1H-chryseno[1,2-f]indazole-4a-carboxylic acid

ID: ALA4103256

PubChem CID: 137658238

Max Phase: Preclinical

Molecular Formula: C35H52N2O4

Molecular Weight: 564.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cn1ncc2c1C(C)(C)[C@@H]1CC[C@]3(C)[C@H](CC=C4[C@@H]5[C@@H](C)[C@H](C)CC[C@]5(C(=O)O)CC[C@]43C)[C@@]1(C)C2

Standard InChI:  InChI=1S/C35H52N2O4/c1-9-41-27(38)20-37-29-23(19-36-37)18-32(6)25(31(29,4)5)13-14-34(8)26(32)11-10-24-28-22(3)21(2)12-15-35(28,30(39)40)17-16-33(24,34)7/h10,19,21-22,25-26,28H,9,11-18,20H2,1-8H3,(H,39,40)/t21-,22+,25+,26-,28+,32+,33-,34-,35+/m1/s1

Standard InChI Key:  RUBLWVLEXUXTSR-IWXXDMIMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4103256

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 564.81

Molecular Weight (Monoisotopic): 564.3927

AlogP: 7.20

#Rotatable Bonds: 4

Polar Surface Area: 81.42

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.72

CX Basic pKa: 2.57

CX LogP: 6.90

CX LogD: 4.28

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.31

Np Likeness Score: 1.78

References

1. Sun L, Li B, Su X, Chen G, Li Y, Yu L, Li L, Wei W..  (2017)  An Ursolic Acid Derived Small Molecule Triggers Cancer Cell Death through Hyperstimulation of Macropinocytosis.,  60  (15): [PMID:28678485] [10.1021/acs.jmedchem.7b00592]

Source

Source(1):

• Scientific Literature