Cryptobeilic acid D

ID: ALA2334428

PubChem CID: 71524396

Max Phase: Preclinical

Molecular Formula: C20H28O2

Molecular Weight: 300.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cryptobeilic Acid D | Cryptobeilic Acid D|hexyl[?]carboxylic acid|CHEMBL2334428

Canonical SMILES:  CCCCCC[C@@H]1[C@H]2C=C[C@@H]3[C@@H]4[C@H]2[C@H]1C[C@H]4C=C[C@H]3C(=O)O

Standard InChI:  InChI=1S/C20H28O2/c1-2-3-4-5-6-13-14-9-10-15-16(20(21)22)8-7-12-11-17(13)19(14)18(12)15/h7-10,12-19H,2-6,11H2,1H3,(H,21,22)/t12-,13-,14-,15+,16-,17+,18-,19-/m1/s1

Standard InChI Key:  XEQNTXMZKIDUJA-AQCKIFKESA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    1.5459  -19.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5459  -19.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579  -18.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700  -19.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3921  -19.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3955  -19.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6822  -18.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579  -17.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9724  -17.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5434  -17.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793  -18.3338    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6772  -20.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9665  -19.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579  -20.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169  -21.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4557  -21.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667  -20.9505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1625  -19.7380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6709  -19.5463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2168  -19.9631    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751  -20.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4541  -21.9589    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8989  -21.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9179  -21.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6416  -22.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3464  -21.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0703  -22.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7751  -21.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  1  1  0
 14  2  1  0
  3  4  1  0
  4 13  1  0
  4  7  1  0
 12  5  1  0
  5  6  1  0
  6  7  2  0
  3  8  1  1
  8  9  2  0
  8 10  1  0
  4 11  1  1
 13 14  1  0
 13 12  1  0
 14 15  1  0
 16 15  1  0
 12 16  1  0
 14 17  1  6
 13 18  1  1
 12 19  1  1
  5 20  1  1
  5 21  1  0
 16 21  1  0
 16 22  1  1
 21 23  1  1
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2334428

   CRYPTOBEILIC ACID D

Molecule Features

Natural Product: Yes

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: 300.44

Molecular Weight (Monoisotopic): 300.2089

AlogP: 4.53

#Rotatable Bonds: 6

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.49

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 1.63

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: 2.57

References

1. Talontsi FM, Lamshöft M, Bauer JO, Razakarivony AA, Andriamihaja B, Strohmann C, Spiteller M..  (2013)  Antibacterial and antiplasmodial constituents of Beilschmiedia cryptocaryoides.,  76  (1): [PMID:23320609] [10.1021/np300773x]

Source

Source(1):

• Scientific Literature