O-ally allopregnananolone

ID: ALA5281882

Max Phase: Preclinical

Molecular Formula: C24H37NO3

Molecular Weight: 387.56

Names and Identifiers

Canonical SMILES:  C[C@@]1(O)CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](c4cc(CO)on4)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C24H37NO3/c1-22(27)10-11-23(2)15(13-22)4-5-17-18-6-7-20(21-12-16(14-26)28-25-21)24(18,3)9-8-19(17)23/h12,15,17-20,26-27H,4-11,13-14H2,1-3H3/t15-,17-,18-,19-,20+,22+,23-,24-/m0/s1

Standard InChI Key:  WQANJTALVHXWJH-SFXVUFDXSA-N

Molfile:  

 
     RDKit          2D

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  9 24  1  6
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  5 26  1  6
 27  1  2  0
 27 28  1  0
 28 29  1  0
 30 29  2  0
  1 30  1  0
 29 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281882

   ---

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: 387.56

Molecular Weight (Monoisotopic): 387.2773

AlogP: 5.04

#Rotatable Bonds: 2

Polar Surface Area: 66.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.35

CX Basic pKa: 0.10

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: 1.66

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