Ancistronaphtoside A

ID: ALA3828452

PubChem CID: 127044351

Max Phase: Preclinical

Molecular Formula: C22H28O11

Molecular Weight: 468.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O[C@@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)c2c(O)cccc2c1

Standard InChI:  InChI=1S/C22H28O11/c1-10-5-11-3-2-4-12(24)15(11)13(6-10)32-20-18(27)17(26)16(25)14(33-20)7-30-21-19(28)22(29,8-23)9-31-21/h2-6,14,16-21,23-29H,7-9H2,1H3/t14-,16-,17+,18-,19+,20-,21-,22-/m1/s1

Standard InChI Key:  GSMDJXBUXJXEGJ-XWOUNRCYSA-N

Molfile:  

     RDKit          2D

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   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3120   -2.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
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  4  6  1  0
  5  6  2  0
  6  7  1  0
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  8  9  1  0
  9 10  2  0
 10  5  1  0
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  3 12  1  0
  1 13  1  0
 14 13  1  6
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 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
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 20 21  1  0
 17 22  1  1
 18 23  1  6
 19 24  1  1
 25 21  1  1
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 25  1  0
 29 30  1  6
 28 31  1  6
 28 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3828452

   ---

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: 468.46

Molecular Weight (Monoisotopic): 468.1632

AlogP: -1.50

#Rotatable Bonds: 6

Polar Surface Area: 178.53

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.26

CX Basic pKa: ┄

CX LogP: -0.68

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.26

Np Likeness Score: 2.20

References

1. Lien le Q, Linh TM, Giang VH, Mai NC, Nhiem NX, Tai BH, Cuc NT, Anh Hle T, Ban NK, Minh CV, Kiem PV..  (2016)  New naphthalene derivatives and isoquinoline alkaloids from Ancistrocladus cochinchinensis with their anti-proliferative activity on human cancer cells.,  26  (16): [PMID:27423477] [10.1016/j.bmcl.2016.07.014]

Source

Source(1):

• Scientific Literature