2,5-Di(aziridin-1-yl)-3-[5-(5-(pyrrolidine-1-carbonyl)thiophen-2-yl)isoxazol-3-yl]cyclohexa-2,5-diene-1,4-dione

ID: ALA3810228

PubChem CID: 127045359

Max Phase: Preclinical

Molecular Formula: C22H20N4O4S

Molecular Weight: 436.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(N2CC2)C(=O)C(c2cc(-c3ccc(C(=O)N4CCCC4)s3)on2)=C1N1CC1

Standard InChI:  InChI=1S/C22H20N4O4S/c27-15-12-14(24-7-8-24)21(28)19(20(15)25-9-10-25)13-11-16(30-23-13)17-3-4-18(31-17)22(29)26-5-1-2-6-26/h3-4,11-12H,1-2,5-10H2

Standard InChI Key:  WRACKOGMFGFXOJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5987   -1.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    2.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0197   -1.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2676   -2.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9945   -5.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4137   -7.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9189   -7.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5758   -5.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 17 19  2  0
  3 20  2  0
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  4 22  1  0
  1 23  1  0
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 27 26  1  0
 23 27  1  0
 18 28  1  0
 18 31  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3810228

   ---

Molecule Features

Natural Product: No

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: 436.49

Molecular Weight (Monoisotopic): 436.1205

AlogP: 2.02

#Rotatable Bonds: 5

Polar Surface Area: 86.50

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -0.95

References

1. Swapnaja KJ, Yennam S, Chavali M, Poornachandra Y, Kumar CG, Muthusamy K, Jayaraman VB, Arumugam P, Balasubramanian S, Sriram KK..  (2016)  Design, synthesis and biological evaluation of diaziridinyl quinone isoxazole hybrids.,  117  [PMID:27089214] [10.1016/j.ejmech.2016.03.042]

Source

Source(1):

• Scientific Literature