5,8-dimethoxy-2-(((7-methylbenzo[d]thiazol-2-yl)amino)methyl)naphthalene-1,4-dione

ID: ALA5196441

PubChem CID: 168285914

Max Phase: Preclinical

Molecular Formula: C21H18N2O4S

Molecular Weight: 394.45

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c2c1C(=O)C=C(CNc1nc3cccc(C)c3s1)C2=O

Standard InChI:  InChI=1S/C21H18N2O4S/c1-11-5-4-6-13-20(11)28-21(23-13)22-10-12-9-14(24)17-15(26-2)7-8-16(27-3)18(17)19(12)25/h4-9H,10H2,1-3H3,(H,22,23)

Standard InChI Key:  DUWHJLCTDVKKJH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.5166   -0.1758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7696   -1.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5196441

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 394.45

Molecular Weight (Monoisotopic): 394.0987

AlogP: 4.04

#Rotatable Bonds: 5

Polar Surface Area: 77.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.77

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -0.29

References

1. Valipour M..  (2022)  Recent advances of antitumor shikonin/alkannin derivatives: A comprehensive overview focusing on structural classification, synthetic approaches, and mechanisms of action.,  235  [PMID:35367708] [10.1016/j.ejmech.2022.114314]

Source

Source(1):

• Scientific Literature