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

ID: ALA4535766

PubChem CID: 71272312

Max Phase: Preclinical

Molecular Formula: C28H39FN2O3

Molecular Weight: 470.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)[C@H]1CC(=O)[C@@]2(C)CC[C@@H]3c4ccc(OCCCN5CC[C@@H](F)C5)cc4CC[C@H]3[C@H]12

Standard InChI:  InChI=1S/C28H39FN2O3/c1-3-30-27(33)24-16-25(32)28(2)11-9-22-21-8-6-20(15-18(21)5-7-23(22)26(24)28)34-14-4-12-31-13-10-19(29)17-31/h6,8,15,19,22-24,26H,3-5,7,9-14,16-17H2,1-2H3,(H,30,33)/t19-,22-,23-,24+,26-,28-/m1/s1

Standard InChI Key:  QPXNOVAXJZTMPX-JTRYTIJMSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4535766

   (8R,9S,13S,14R,15S)-N-ethyl-3-[3-[(3R)-3-fluoropyrrolidin-1-yl]propoxy]-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[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: 470.63

Molecular Weight (Monoisotopic): 470.2945

AlogP: 4.29

#Rotatable Bonds: 7

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.74

CX LogP: 3.68

CX LogD: 3.18

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.60

Np Likeness Score: 0.11

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