(3S,20S)-20-[(N-Butyl-N-methyl-amino)-methyl]-pregn-7-en-3-ol

ID: ALA595931

PubChem CID: 46225913

Max Phase: Preclinical

Molecular Formula: C27H47NO

Molecular Weight: 401.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(C)C[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C27H47NO/c1-6-7-16-28(5)18-19(2)23-10-11-24-22-9-8-20-17-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h9,19-21,23-25,29H,6-8,10-18H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1

Standard InChI Key:  OMCXUIYUJXNAFB-SKCNUYALSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA595931

   (3S,5S,9R,10S,13R,14R,17R)-17-[(2S)-1-[butyl(methyl)amino]propan-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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: 401.68

Molecular Weight (Monoisotopic): 401.3658

AlogP: 6.29

#Rotatable Bonds: 6

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.54

CX LogP: 5.72

CX LogD: 2.73

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: 1.80

References

1. Renard D, Perruchon J, Giera M, Müller J, Bracher F..  (2009)  Side chain azasteroids and thiasteroids as sterol methyltransferase inhibitors in ergosterol biosynthesis.,  17  (23): [PMID:19833521] [10.1016/j.bmc.2009.09.037]

Source

Source(1):

• Scientific Literature