(2R,4aS,6aS,12bS,14aS,14bR)-8-(4-acetamidophenylthio)-10,11-diacetoxy-2,4a,6a,9,12b,14a-hexamethyl-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

ID: ALA4282453

Chembl Id: CHEMBL4282453

PubChem CID: 145980439

Max Phase: Preclinical

Molecular Formula: C41H51NO7S

Molecular Weight: 701.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(SC2C=C3[C@@](C)(CC[C@@]4(C)[C@@H]5C[C@](C)(C(=O)O)CC[C@]5(C)CC[C@]34C)c3cc(OC(C)=O)c(OC(C)=O)c(C)c32)cc1

Standard InChI:  InChI=1S/C41H51NO7S/c1-23-34-29(20-30(48-25(3)44)35(23)49-26(4)45)39(7)17-19-41(9)33-22-38(6,36(46)47)15-14-37(33,5)16-18-40(41,8)32(39)21-31(34)50-28-12-10-27(11-13-28)42-24(2)43/h10-13,20-21,31,33H,14-19,22H2,1-9H3,(H,42,43)(H,46,47)/t31?,33-,37-,38-,39+,40-,41+/m1/s1

Standard InChI Key:  MMQLEEXRFWITKY-RFSFXVTESA-N

Alternative Forms

1. Parent:

   

   ALA4282453

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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: 701.93

Molecular Weight (Monoisotopic): 701.3386

AlogP: 9.33

#Rotatable Bonds: 6

Polar Surface Area: 119.00

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.56

CX Basic pKa:

CX LogP: 7.80

CX LogD: 5.04

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.17

Np Likeness Score: 1.29

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