Trans-2-(4-{2-[(ethoxycarbonyl)amino]ethoxy}benzyl)cyclohexyl(3a,5b,7a,12a)-7,12-bis(formyloxy)-3-hydroxycholan-24-oate

ID: ALA2252510

Chembl Id: CHEMBL2252510

PubChem CID: 76308290

Max Phase: Preclinical

Molecular Formula: C44H65NO10

Molecular Weight: 768.00

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](O)CC[C@]5(C)[C@H]4C[C@H](OC=O)[C@]23C)cc1

Standard InChI:  InChI=1S/C44H65NO10/c1-5-51-42(50)45-20-21-52-33-13-11-29(12-14-33)22-30-8-6-7-9-37(30)55-40(49)17-10-28(2)34-15-16-35-41-36(25-39(54-27-47)44(34,35)4)43(3)19-18-32(48)23-31(43)24-38(41)53-26-46/h11-14,26-28,30-32,34-39,41,48H,5-10,15-25H2,1-4H3,(H,45,50)/t28-,30-,31+,32-,34-,35+,36+,37+,38-,39+,41+,43+,44-/m1/s1

Standard InChI Key:  LAIPHTMFFQGHCC-JSNMWJAWSA-N

Alternative Forms

1. Parent:

   

   ALA2252510

   [(1S,2R)-2-[[4-[2-(ethoxycarbonylamino)ethoxy]phenyl]methyl]cyclohexyl] (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-diformyloxy-3-hydroxy-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: 768.00

Molecular Weight (Monoisotopic): 767.4608

AlogP: 7.20

#Rotatable Bonds: 16

Polar Surface Area: 146.69

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa:

CX LogP: 7.00

CX LogD: 7.00

Aromatic Rings: 1

Heavy Atoms: 55

QED Weighted: 0.08

Np Likeness Score: 1.43

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