(1R,4aS,10aR)-3-(dimethylamino)-2-hydroxypropyl 7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate

ID: ALA3358325

PubChem CID: 118722796

Max Phase: Preclinical

Molecular Formula: C25H39NO3

Molecular Weight: 401.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc2c(c1)CC[C@H]1[C@](C)(C(=O)OCC(O)CN(C)C)CCC[C@]21C

Standard InChI:  InChI=1S/C25H39NO3/c1-17(2)18-8-10-21-19(14-18)9-11-22-24(21,3)12-7-13-25(22,4)23(28)29-16-20(27)15-26(5)6/h8,10,14,17,20,22,27H,7,9,11-13,15-16H2,1-6H3/t20?,22-,24-,25-/m1/s1

Standard InChI Key:  MUUINCHIPRPGLY-TUFHWDKSSA-N

Molfile:  

     RDKit          2D

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    3.7671  -27.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3673  -27.8631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5841  -27.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501  -27.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1484  -28.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312  -28.5906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638  -29.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1621  -29.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6621  -25.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6621  -26.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0726  -25.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0691  -26.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7712  -26.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4812  -26.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1967  -24.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5016  -23.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835  -23.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9210  -23.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6235  -24.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9314  -22.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4834  -25.4526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653  -24.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538  -26.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450  -30.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776  -30.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 11 14  1  0
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 13 17  1  0
 14 15  1  0
 15 16  1  0
 16 18  1  0
 17 18  2  0
 17 22  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 14 26  1  6
 13 27  1  1
 11 28  1  0
 11  1  1  6
  8 29  1  0
  8 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3358325

   ---

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: 401.59

Molecular Weight (Monoisotopic): 401.2930

AlogP: 4.29

#Rotatable Bonds: 6

Polar Surface Area: 49.77

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.90

CX LogP: 5.28

CX LogD: 3.78

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: 1.32

References

1. Wang H, Nguyen TT, Li S, Liang T, Zhang Y, Li J..  (2015)  Quantitative structure-activity relationship of antifungal activity of rosin derivatives.,  25  (2): [PMID:25466709] [10.1016/j.bmcl.2014.11.034]

Source

Source(1):

• Scientific Literature