14alpha-methoxyhumirianthol

ID: ALA4864359

Max Phase: Preclinical

Molecular Formula: C21H28O7

Molecular Weight: 392.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@]12OC[C@@H](O)[C@]1(C)CC[C@@H]1C2=C[C@H]2OC(=O)[C@]3(C)[C@H]2[C@]12CC[C@@]3(O)OC2

Standard InChI:  InChI=1S/C21H28O7/c1-17-5-4-11-12(21(17,25-3)26-9-14(17)22)8-13-15-18(2,16(23)28-13)20(24)7-6-19(11,15)10-27-20/h8,11,13-15,22,24H,4-7,9-10H2,1-3H3/t11-,13-,14-,15+,17+,18+,19+,20-,21+/m1/s1

Standard InChI Key:  LUSHMQJACCXDGK-RHSJZBMNSA-N

Molfile:  

 
     RDKit          2D

 31 36  0  0  0  0  0  0  0  0999 V2000
   10.3098   -3.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3098   -4.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0151   -3.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7245   -3.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4272   -4.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1414   -4.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4342   -3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1449   -3.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1617   -1.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4395   -2.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8725   -2.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8591   -3.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6378   -3.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1340   -2.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6593   -1.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9244   -1.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8675   -1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8510   -3.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5958   -4.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7210   -4.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0169   -4.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1933   -5.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0040   -5.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4336   -5.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6452   -6.0739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9248   -3.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1311   -4.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4271   -3.8383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5026   -5.0393    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8316   -5.3695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5546   -4.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2 21  1  0
  4  3  1  0
  4 20  1  0
  4  7  1  0
 20  5  1  0
  5  6  1  0
  6  8  2  0
  7  8  1  0
  7 10  1  0
  8 12  1  0
 11  9  1  0
  9 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 15 16  1  6
 11 17  1  6
 12 18  1  6
  2 19  1  6
 20 21  1  0
 21 22  1  0
 22 23  1  0
  5 23  1  0
 21 24  1  6
 22 25  2  0
  4 26  1  1
  2 27  1  0
 27 26  1  0
  7 28  1  1
 20 29  1  6
  5 30  1  6
 18 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864359

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.45

Molecular Weight (Monoisotopic): 392.1835

AlogP: 1.12

#Rotatable Bonds: 1

Polar Surface Area: 94.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.42

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 1.30

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: 3.14

References

1. Sun M, Guo B, Xu M, Zhao M, Onakpa MM, Wu Z, Burdette JE, Che CT..  (2021)  (9βH)- and 17-Nor-Pimaranes from Icacina oliviformis.,  84  (4.0): [PMID:33769037] [10.1021/acs.jnatprod.9b01131]

Source

Source(1):

• Scientific Literature