(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S)-5-Hydroxy-5-methylhept-6-yn-2-yl)-3,10,13-trimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

ID: ALA5170022

Chembl Id: CHEMBL5170022

PubChem CID: 86304236

Max Phase: Preclinical

Molecular Formula: C28H44O2

Molecular Weight: 412.66

Names and Identifiers

Canonical SMILES:  C#C[C@@](C)(O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@](C)(O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C28H44O2/c1-7-25(3,29)14-12-19(2)22-10-11-23-21-9-8-20-18-26(4,30)16-17-27(20,5)24(21)13-15-28(22,23)6/h1,8,19,21-24,29-30H,9-18H2,2-6H3/t19-,21+,22-,23+,24+,25-,26+,27+,28-/m1/s1

Standard InChI Key:  NQCIYSQGPLPCBF-JEPZXVLISA-N

Alternative Forms

1. Parent:

   

   ALA5170022

   (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-5-methylhept-6-yn-2-yl]-3,10,13-trimethyl-1,2,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.66

Molecular Weight (Monoisotopic): 412.3341

AlogP: 6.12

#Rotatable Bonds: 4

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.35

CX LogD: 5.35

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: 2.28

References

1. Hill MD, Blanco MJ, Salituro FG, Bai Z, Beckley JT, Ackley MA, Dai J, Doherty JJ, Harrison BL, Hoffmann EC, Kazdoba TM, Lanzetta D, Lewis M, Quirk MC, Robichaud AJ..  (2022)  SAGE-718: A First-in-Class N-Methyl-d-Aspartate Receptor Positive Allosteric Modulator for the Potential Treatment of Cognitive Impairment.,  65  (13.0): [PMID:35785990] [10.1021/acs.jmedchem.2c00313]

Source

Source(1):

• Scientific Literature