(E)-N-(6,7-Dihydro-4H-[1,3]dioxolo[4',5':7,8]isoquinolino-[3,2-a][1,3]dioxolo[4,5-g]isoquinolin-4-ylidene)hexanamide

ID: ALA4546832

PubChem CID: 155552574

Max Phase: Preclinical

Molecular Formula: C25H24N2O5

Molecular Weight: 432.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)/N=c1\c2c3c(ccc2cc2n1CCc1cc4c(cc1-2)OCO4)OCO3

Standard InChI:  InChI=1S/C25H24N2O5/c1-2-3-4-5-22(28)26-25-23-16(6-7-19-24(23)32-14-29-19)10-18-17-12-21-20(30-13-31-21)11-15(17)8-9-27(18)25/h6-7,10-12H,2-5,8-9,13-14H2,1H3/b26-25+

Standard InChI Key:  QWXMYTPMMNIZEO-OCEACIFDSA-N

Molfile:  

 
     RDKit          2D

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    2.0344  -10.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2518   -9.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1307  -13.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6194  -13.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1227  -12.4335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3101  -11.0477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1003  -11.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6825  -10.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3086  -12.0559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4742   -9.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0563   -9.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8481   -8.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4358   -7.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0
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  3  2  2  0
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  3  6  1  0
  4 13  1  0
 12  5  1  0
  5  6  1  0
  7  8  2  0
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  9 10  1  0
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 11  7  1  0
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 17 18  1  0
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 19 21  1  0
 20 21  2  0
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 23 24  1  0
 24 20  1  0
 15 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546832

   ---

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: 432.48

Molecular Weight (Monoisotopic): 432.1685

AlogP: 4.33

#Rotatable Bonds: 4

Polar Surface Area: 71.28

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: 0.12

References

1. Xie M, Zhang HJ, Deng AJ, Wu LQ, Zhang ZH, Li ZH, Wang WJ, Qin HL..  (2016)  Synthesis and Structure-Activity Relationships of N-Dihydrocoptisine-8-ylidene Aromatic Amines and N-Dihydrocoptisine-8-ylidene Aliphatic Amides as Antiulcerative Colitis Agents Targeting XBP1.,  79  (4): [PMID:26981782] [10.1021/acs.jnatprod.5b00807]

Source

Source(1):

• Scientific Literature