(6bS,8aS,11R,12aR,12bS,14aS)-2,3-diacetoxy-11-carboxy-4,6b,8a,11,12b,14a-hexamethyl-5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a-tetradecahydropicene-5-sulfonate

ID: ALA4280964

Chembl Id: CHEMBL4280964

PubChem CID: 145979914

Max Phase: Preclinical

Molecular Formula: C33H44O9S

Molecular Weight: 616.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1cc2c(c(C)c1OC(C)=O)C(S(=O)(=O)O)C=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@](C)(C(=O)O)CC[C@]3(C)CC[C@]12C

Standard InChI:  InChI=1S/C33H44O9S/c1-18-26-21(15-22(41-19(2)34)27(18)42-20(3)35)31(6)12-14-33(8)25-17-30(5,28(36)37)10-9-29(25,4)11-13-32(33,7)24(31)16-23(26)43(38,39)40/h15-16,23,25H,9-14,17H2,1-8H3,(H,36,37)(H,38,39,40)/t23?,25-,29-,30-,31+,32-,33+/m1/s1

Standard InChI Key:  OKFXIASZMNOXHU-JUJFCBHVSA-N

Alternative Forms

1. Parent:

   

   ALA4280964

   ---

2. Alternative Forms:

   

   ALA4280964

   ---

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: 616.77

Molecular Weight (Monoisotopic): 616.2706

AlogP: 6.47

#Rotatable Bonds: 4

Polar Surface Area: 144.27

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -0.85

CX Basic pKa:

CX LogP: 5.51

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: 1.97

References

1. Salvador JAR, Leal AS, Valdeira AS, Gonçalves BMF, Alho DPS, Figueiredo SAC, Silvestre SM, Mendes VIS..  (2017)  Oleanane-, ursane-, and quinone methide friedelane-type triterpenoid derivatives: Recent advances in cancer treatment.,  142  [PMID:28754470] [10.1016/j.ejmech.2017.07.013]

Source

Source(1):

• Scientific Literature