((3R,5R,8S,9S,10S,13S,14S)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)carbamic acid

ID: ALA5272953

Max Phase: Preclinical

Molecular Formula: C20H33NO2

Molecular Weight: 319.49

Names and Identifiers

Canonical SMILES:  C[C@@]12CCC[C@H]1[C@@H]1CC[C@@H]3C[C@H](NC(=O)O)CC[C@]3(C)[C@H]1CC2

Standard InChI:  InChI=1S/C20H33NO2/c1-19-9-3-4-16(19)15-6-5-13-12-14(21-18(22)23)7-11-20(13,2)17(15)8-10-19/h13-17,21H,3-12H2,1-2H3,(H,22,23)/t13-,14-,15+,16+,17+,19+,20+/m1/s1

Standard InChI Key:  YVYRUIIQLGMTAR-OEUDTILKSA-N

Molfile:  

 
     RDKit          2D

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    2.1759    1.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759    1.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7758    1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7758    0.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6241   -1.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9427   -0.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0758    0.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7758   -0.6039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2654    1.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2643   -0.5991    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245   -1.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4247   -1.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245   -0.1993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2 23  1  1
 15 24  1  6
 20 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5272953

   ---

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: 319.49

Molecular Weight (Monoisotopic): 319.2511

AlogP: 5.06

#Rotatable Bonds: 1

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 1

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.34

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 1.69

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: 2.10

References

1. Blanco MJ, La D, Coughlin Q, Newman CA, Griffin AM, Harrison BL, Salituro FG..  (2018)  Breakthroughs in neuroactive steroid drug discovery.,  28  (2): [PMID:29223589] [10.1016/j.bmcl.2017.11.043]

Source

Source(1):

• Scientific Literature