(4aR,4bR,6aR,8S,10aR,10bR,12aS)-8-Acetoxy-2-((S)-acetoxymethyl)-4a,4b,7,7,10a-pentamethyl-1-oxo-octadecahydro-chrysene-2-carboxylic acid

ID: ALA355991

Chembl Id: CHEMBL355991

PubChem CID: 9914094

Max Phase: Preclinical

Molecular Formula: C29H44O7

Molecular Weight: 504.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@@]1(C(=O)O)CC[C@]2(C)[C@H](CC[C@@H]3[C@@]4(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]4CC[C@]32C)C1=O

Standard InChI:  InChI=1S/C29H44O7/c1-17(30)35-16-29(24(33)34)15-14-27(6)19(23(29)32)8-9-21-26(5)12-11-22(36-18(2)31)25(3,4)20(26)10-13-28(21,27)7/h19-22H,8-16H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,26+,27-,28-,29+/m1/s1

Standard InChI Key:  OAQRUWHTUDPXEM-GGRMVGSXSA-N

Alternative Forms

1. Parent:

   

   ALA355991

   (2S,4aR,4bR,6aR,8S,10aR,10bR,12aS)-8-acetyloxy-2-(acetyloxymethyl)-4a,4b,7,7,10a-pentamethyl-1-oxo-3,4,5,6,6a,8,9,10,10b,11,12,12a-dodecahydrochrysene-2-carboxylic acid

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: 504.66

Molecular Weight (Monoisotopic): 504.3087

AlogP: 5.19

#Rotatable Bonds: 4

Polar Surface Area: 106.97

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.20

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 1.86

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.41

Np Likeness Score: 2.40

References

1. Sarek J, Klinot J, Dzubák P, Klinotová E, Nosková V, Krecek V, Korínková G, Thomson JO, Janost'áková A, Wang S, Parsons S, Fischer PM, Zhelev NZ, Hajdúch M..  (2003)  New lupane derived compounds with pro-apoptotic activity in cancer cells: synthesis and structure-activity relationships.,  46  (25): [PMID:14640549] [10.1021/jm020854p]

Source

Source(1):

• Scientific Literature