(Z)-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)-4-chloroaniline

ID: ALA4590909

PubChem CID: 155568507

Max Phase: Preclinical

Molecular Formula: C25H17ClN2O4

Molecular Weight: 444.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(/N=c2/c3c4c(ccc3cc3n2CCc2cc5c(cc2-3)OCO5)OCO4)cc1

Standard InChI:  InChI=1S/C25H17ClN2O4/c26-16-2-4-17(5-3-16)27-25-23-15(1-6-20-24(23)32-13-29-20)9-19-18-11-22-21(30-12-31-22)10-14(18)7-8-28(19)25/h1-6,9-11H,7-8,12-13H2/b27-25-

Standard InChI Key:  TVULABRWFXJAGA-RFBIWTDZSA-N

Molfile:  

 
     RDKit          2D

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   14.9888   -8.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2708  -11.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.0724  -12.2241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5599  -11.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0645  -10.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2539   -9.4890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2499   -8.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9578   -8.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9542   -7.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2439   -7.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5359   -7.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5430   -8.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2389   -6.2229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 30 31  2  0
 31 26  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4590909

   ---

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: 444.87

Molecular Weight (Monoisotopic): 444.0877

AlogP: 5.21

#Rotatable Bonds: 1

Polar Surface Area: 54.21

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.22

CX LogP: 4.95

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -0.01

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