Artorigidin B

ID: ALA1094757

PubChem CID: 46834558

Max Phase: Preclinical

Molecular Formula: C30H32O7

Molecular Weight: 504.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@@]1(C)Oc2c(O)cc(O)c3c2[C@@H]1Cc1c-3oc2cc(O)c(CC=C(C)C)c(O)c2c1=O

Standard InChI:  InChI=1S/C30H32O7/c1-14(2)7-6-10-30(5)18-11-17-27(35)25-22(13-19(31)16(26(25)34)9-8-15(3)4)36-28(17)24-20(32)12-21(33)29(37-30)23(18)24/h7-8,12-13,18,31-34H,6,9-11H2,1-5H3/t18-,30+/m0/s1

Standard InChI Key:  NNOHQDGLBSBWNG-YVGXBJCXSA-N

Molfile:  

     RDKit          2D

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    8.0531    0.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7677   -0.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7659    1.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4810    1.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1969   -0.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1913    1.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6255   -0.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1987   -0.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7696   -0.9899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3399    1.4869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3385   -0.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6246    0.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9032    2.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7735    2.7513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3420    0.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1290    0.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6164    0.6734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3377   -0.5623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
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  8  5  1  0
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  9 10  2  0
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  5  4  2  0
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  4  1  1  0
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  9 20  1  0
 23 24  1  0
 10 11  1  0
 21 25  1  0
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  2  3  1  0
  7 12  2  0
  5  6  1  0
  3 13  1  0
 27 28  1  0
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  3  6  2  0
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  1 14  1  0
 28 32  1  6
  6  7  1  0
 32 33  1  0
  2 15  1  0
 33 34  1  0
  7 10  1  0
 34 35  2  0
 15 16  1  0
 35 36  1  0
  1  2  2  0
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 27 38  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1094757

   ARTORIGIDIN B

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: 504.58

Molecular Weight (Monoisotopic): 504.2148

AlogP: 6.33

#Rotatable Bonds: 5

Polar Surface Area: 120.36

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.37

CX Basic pKa: ┄

CX LogP: 6.30

CX LogD: 5.14

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: 2.68

References

1. Ren Y, Kardono LB, Riswan S, Chai H, Farnsworth NR, Soejarto DD, Carcache de Blanco EJ, Kinghorn AD..  (2010)  Cytotoxic and NF-kappaB inhibitory constituents of Artocarpus rigida.,  73  (5): [PMID:20384315] [10.1021/np1002065]

Source

Source(1):

• Scientific Literature