Trans-2-(4-{2-[(ethoxycarbonyl)amino]ethoxy}benzyl)cyclohexyl(3alpha,5beta,7alpha,12alpha)-3,7,12-tris(formyloxy)cholan-24-oate

ID: ALA2252508

Chembl Id: CHEMBL2252508

PubChem CID: 76311939

Max Phase: Preclinical

Molecular Formula: C45H65NO11

Molecular Weight: 796.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)NCCOc1ccc(C[C@H]2CCCC[C@@H]2OC(=O)CC[C@@H](C)[C@H]2CC[C@H]3[C@@H]4[C@H](OC=O)C[C@@H]5C[C@H](OC=O)CC[C@]5(C)[C@H]4C[C@H](OC=O)[C@]23C)cc1

Standard InChI:  InChI=1S/C45H65NO11/c1-5-52-43(51)46-20-21-53-33-13-11-30(12-14-33)22-31-8-6-7-9-38(31)57-41(50)17-10-29(2)35-15-16-36-42-37(25-40(56-28-49)45(35,36)4)44(3)19-18-34(54-26-47)23-32(44)24-39(42)55-27-48/h11-14,26-29,31-32,34-40,42H,5-10,15-25H2,1-4H3,(H,46,51)/t29-,31-,32+,34-,35-,36+,37+,38+,39-,40+,42+,44+,45-/m1/s1

Standard InChI Key:  MKFQFFIZIKHHDV-MCTVLBGLSA-N

Alternative Forms

1. Parent:

   

   ALA2252508

   [(1S,2R)-2-[[4-[2-(ethoxycarbonylamino)ethoxy]phenyl]methyl]cyclohexyl] (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-triformyloxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate

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: 796.01

Molecular Weight (Monoisotopic): 795.4558

AlogP: 7.38

#Rotatable Bonds: 18

Polar Surface Area: 152.76

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa:

CX LogP: 7.39

CX LogD: 7.39

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.07

Np Likeness Score: 1.30

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