methyl N-[(3beta,17beta-dihydroxy-5alpha-androstan-17alpha-yl)methyl]carbamate

ID: ALA4170304

PubChem CID: 145955597

Max Phase: Preclinical

Molecular Formula: C22H37NO4

Molecular Weight: 379.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)NC[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C

Standard InChI:  InChI=1S/C22H37NO4/c1-20-9-6-15(24)12-14(20)4-5-16-17(20)7-10-21(2)18(16)8-11-22(21,26)13-23-19(25)27-3/h14-18,24,26H,4-13H2,1-3H3,(H,23,25)/t14-,15-,16+,17-,18-,20-,21-,22+/m0/s1

Standard InChI Key:  LZIBFKUCRZFDCI-KRXHPCMFSA-N

Molfile:  

     RDKit          2D

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   26.7486   -5.2952    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.9564   -3.4019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6620   -2.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4170304

   ---

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: 379.54

Molecular Weight (Monoisotopic): 379.2723

AlogP: 3.48

#Rotatable Bonds: 2

Polar Surface Area: 78.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.92

CX Basic pKa: ┄

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: 1.79

References

1. Romero-Hernández LL, Merino-Montiel P, Meza-Reyes S, Vega-Baez JL, López Ó, Padrón JM, Montiel-Smith S..  (2018)  Synthesis of unprecedented steroidal spiro heterocycles as potential antiproliferative drugs.,  143  [PMID:29172080] [10.1016/j.ejmech.2017.10.063]

Source

Source(1):

• Scientific Literature