Antiquorpene A

ID: ALA4537867

PubChem CID: 155548727

Max Phase: Preclinical

Molecular Formula: C20H30O2

Molecular Weight: 302.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C[C@]23CC[C@H]1C[C@H]2[C@]1(C)CCC(=O)[C@@](C)(CO)[C@H]1CC3

Standard InChI:  InChI=1S/C20H30O2/c1-13-11-20-8-4-14(13)10-16(20)18(2)7-6-17(22)19(3,12-21)15(18)5-9-20/h14-16,21H,1,4-12H2,2-3H3/t14-,15-,16-,18+,19-,20+/m0/s1

Standard InChI Key:  GCCMUSBQGKNMLC-BRMIGGSTSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    3.9818   -6.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758   -6.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1609   -6.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633   -4.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8633   -5.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5797   -4.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2918   -4.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -5.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0039   -6.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7186   -5.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0017   -4.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7171   -4.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4334   -4.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4407   -3.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254   -3.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0025   -3.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1325   -2.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1238   -4.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492   -6.0861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -6.4953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5692   -7.5108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2840   -4.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967   -5.2557    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -2.4746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3429   -1.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  4  5  1  0
  4  6  1  0
  5  2  1  0
  2  8  1  0
  7  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  1  1
 17 18  1  0
  5 19  2  0
  8 20  1  1
  1 21  1  0
  7 22  1  6
 11 23  1  1
 15 24  1  6
 17 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537867

   ---

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: 302.46

Molecular Weight (Monoisotopic): 302.2246

AlogP: 4.13

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: 3.44

References

1. Liang Y, An L, Shi Z, Zhang X, Xie C, Tuerhong M, Song Z, Ohizumi Y, Lee D, Shuai L, Xu J, Guo Y..  (2019)  Bioactive Diterpenoids from the Stems of Euphorbia antiquorum.,  82  (6): [PMID:31180680] [10.1021/acs.jnatprod.9b00134]

Source

Source(1):

• Scientific Literature