ID: ALA5181806

PubChem CID: 168277911

Max Phase: Preclinical

Molecular Formula: C20H14N2O7

Molecular Weight: 394.34

Names and Identifiers

Canonical SMILES:  O=C1OCC2=C1C(c1cc3c(cc1[N+](=O)[O-])COC3)c1cc3c(cc1N2)OCO3

Standard InChI:  InChI=1S/C20H14N2O7/c23-20-19-14(7-27-20)21-13-4-17-16(28-8-29-17)3-11(13)18(19)12-1-9-5-26-6-10(9)2-15(12)22(24)25/h1-4,18,21H,5-8H2

Standard InChI Key:  ZSVBOWDUTFYTKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.7107    2.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0011    1.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7089    0.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    1.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7157    2.5087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7157    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2152    2.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7001    1.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4287    0.2188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    2.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4295   -1.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147   -1.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028   -1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018   -0.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165    0.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312   -0.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1291    0.7460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8863   -2.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0429   -1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -2.5087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  24   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5181806

   ---

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: 394.34

Molecular Weight (Monoisotopic): 394.0801

AlogP: 2.72

#Rotatable Bonds: 2

Polar Surface Area: 109.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.81

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.29

References

1. Silva JG, de Miranda AS, Ismail FMD, Barbosa LCA..  (2022)  Synthesis and medicinal chemistry of tetronamides: Promising agrochemicals and antitumoral compounds.,  67  [PMID:35598527] [10.1016/j.bmc.2022.116815]

Source

Source(1):

• Scientific Literature