(8R,9S,13R,14R,15S)-N-ethyl-13-methyl-3-(3-((R)-2-methylpyrrolidin-1-yl)propoxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-15-carboxamide

ID: ALA4466132

Chembl Id: CHEMBL4466132

PubChem CID: 71276437

Max Phase: Preclinical

Molecular Formula: C29H44N2O2

Molecular Weight: 452.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)[C@H]1CC[C@@]2(C)CC[C@@H]3c4ccc(OCCCN5CCC[C@H]5C)cc4CC[C@H]3[C@H]12

Standard InChI:  InChI=1S/C29H44N2O2/c1-4-30-28(32)26-13-15-29(3)14-12-24-23-11-9-22(19-21(23)8-10-25(24)27(26)29)33-18-6-17-31-16-5-7-20(31)2/h9,11,19-20,24-27H,4-8,10,12-18H2,1-3H3,(H,30,32)/t20-,24-,25-,26+,27-,29-/m1/s1

Standard InChI Key:  BNBNRRZULRWOQK-GIKUPPRISA-N

Alternative Forms

1. Parent:

   

   ALA4466132

   (8R,9S,13R,14R,15S)-N-ethyl-13-methyl-3-[3-[(2R)-2-methylpyrrolidin-1-yl]propoxy]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-15-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 452.68

Molecular Weight (Monoisotopic): 452.3403

AlogP: 5.55

#Rotatable Bonds: 7

Polar Surface Area: 41.57

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.72

CX LogP: 5.02

CX LogD: 2.73

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.55

Np Likeness Score: 0.07

References

1. Ledneczki I, Némethy Z, Tapolcsányi P, Éles J, Greiner I, Gábor E, Varga B, Balázs O, Román V, Lévay G, Mahó S..  (2019)  Discovery of novel steroidal histamine H3 receptor antagonists/inverse agonists. Part 2. Versatile steroidal carboxamide derivatives.,  29  (20): [PMID:31492518] [10.1016/j.bmcl.2019.126643]

Source

Source(1):

• Scientific Literature