Trans-2-(4-{2-[(ethoxycarbonyl)amino]ethoxy}benzyl)cyclohexyl(3beta,22E)-stigmasta-5,22-dien-3-yl butanedioate

ID: ALA2252506

Chembl Id: CHEMBL2252506

PubChem CID: 76311938

Max Phase: Preclinical

Molecular Formula: C51H77NO7

Molecular Weight: 816.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)NCCOc1ccc(C[C@H]2CCCC[C@@H]2OC(=O)CCC(=O)O[C@H]2CC[C@@]3(C)C(=CC[C@H]4[C@@H]5CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]5(C)CC[C@@H]43)C2)cc1

Standard InChI:  InChI=1S/C51H77NO7/c1-8-37(34(3)4)17-14-35(5)43-22-23-44-42-21-18-39-33-41(26-28-50(39,6)45(42)27-29-51(43,44)7)58-47(53)24-25-48(54)59-46-13-11-10-12-38(46)32-36-15-19-40(20-16-36)57-31-30-52-49(55)56-9-2/h14-20,34-35,37-38,41-46H,8-13,21-33H2,1-7H3,(H,52,55)/b17-14+/t35-,37-,38-,41+,42+,43-,44+,45+,46+,50+,51-/m1/s1

Standard InChI Key:  ZJNYRVMXJNRNIP-NWLZWRACSA-N

Alternative Forms

1. Parent:

   

   ALA2252506

   4-O-[(1S,2R)-2-[[4-[2-(ethoxycarbonylamino)ethoxy]phenyl]methyl]cyclohexyl] 1-O-[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] butanedioa

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: 816.18

Molecular Weight (Monoisotopic): 815.5700

AlogP: 11.60

#Rotatable Bonds: 17

Polar Surface Area: 100.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 11.48

CX LogD: 11.48

Aromatic Rings: 1

Heavy Atoms: 59

QED Weighted: 0.07

Np Likeness Score: 1.32

References

1. Svobodová H, Ryšavá H, Pavlík M, Saman D, Drašar P, Wimmer Z..  (2010)  Steroid conjugates: Synthesis and preliminary biological testing of pro-juvenoids.,  18  (23): [PMID:21036621] [10.1016/j.bmc.2010.10.013]

Source

Source(1):

• Scientific Literature