(2S,3R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(benzylcarbamoyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-2,3-diyl diacetate

ID: ALA3781066

Chembl Id: CHEMBL3781066

PubChem CID: 127032003

Max Phase: Preclinical

Molecular Formula: C41H59NO5

Molecular Weight: 645.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@]2(C)[C@H]3CC=C4[C@@H]5CC(C)(C)CC[C@]5(C(=O)NCc5ccccc5)CC[C@@]4(C)[C@]3(C)CC[C@H]2C(C)(C)[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C41H59NO5/c1-26(43)46-31-24-38(7)32(37(5,6)34(31)47-27(2)44)17-18-40(9)33(38)16-15-29-30-23-36(3,4)19-21-41(30,22-20-39(29,40)8)35(45)42-25-28-13-11-10-12-14-28/h10-15,30-34H,16-25H2,1-9H3,(H,42,45)/t30-,31-,32-,33+,34-,38-,39+,40+,41-/m0/s1

Standard InChI Key:  BFRXPUWFFUXTML-HJPICNELSA-N

Alternative Forms

1. Parent:

   

   ALA3781066

   ---

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: 645.93

Molecular Weight (Monoisotopic): 645.4393

AlogP: 8.58

#Rotatable Bonds: 5

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.40

CX LogP: 7.54

CX LogD: 7.54

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.26

Np Likeness Score: 2.17

References

1. Schwarz S, Loesche A, Lucas SD, Sommerwerk S, Serbian I, Siewert B, Pianowski E, Csuk R..  (2015)  Converting maslinic acid into an effective inhibitor of acylcholinesterases.,  103  [PMID:26383128] [10.1016/j.ejmech.2015.09.007]

2. Sommerwerk S, Heller L, Kuhfs J, Csuk R..  (2016)  Urea derivates of ursolic, oleanolic and maslinic acid induce apoptosis and are selective cytotoxic for several human tumor cell lines.,  119  [PMID:27149037] [10.1016/j.ejmech.2016.04.051]

Source

Source(1):

• Scientific Literature