Icacinlactone M

ID: ALA4864288

PubChem CID: 164623195

Max Phase: Preclinical

Molecular Formula: C20H30O4

Molecular Weight: 334.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@]1([C@H](O)CO)CC[C@@H]2C(=C[C@H]3OC(=O)[C@@]4(C)CCC[C@@]2(C)[C@@H]34)C1

Standard InChI:  InChI=1S/C20H30O4/c1-18(15(22)11-21)8-5-13-12(10-18)9-14-16-19(13,2)6-4-7-20(16,3)17(23)24-14/h9,13-16,21-22H,4-8,10-11H2,1-3H3/t13-,14-,15-,16-,18-,19-,20+/m1/s1

Standard InChI Key:  FVTZTKQWYWZNTP-NCLNHVEOSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    2.1980  -12.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1980  -12.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9067  -11.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195  -12.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256  -13.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0433  -12.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3326  -11.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0468  -12.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0638  -10.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3380  -10.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7779  -10.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7645  -11.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -9.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6160  -12.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9085  -13.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0857  -14.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004  -14.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224  -13.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5351  -14.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3255  -12.4332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3965  -13.6401    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320  -13.9718    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5691  -10.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1544  -11.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7752   -9.7888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9458  -10.9406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6195  -11.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2 15  1  0
  4  3  1  0
  4 14  1  0
  4  7  1  0
 14  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
 11 13  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
  5 17  1  0
 15 18  1  6
 16 19  2  0
  7 20  1  1
 14 21  1  6
  5 22  1  6
 11 23  1  0
 23 24  1  0
 23 25  1  6
 24 26  1  0
  4 27  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4864288

   ---

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: 334.46

Molecular Weight (Monoisotopic): 334.2144

AlogP: 2.82

#Rotatable Bonds: 2

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.87

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: 3.39

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