SID26665729

ID: ALA1519313

PubChem CID: 221125

Max Phase: Preclinical

Molecular Formula: C21H21N3O7

Molecular Weight: 427.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC1OCC=C2CN3CCC45C6=CC(=O)C(O)=C([N+](=O)[O-])C6=NC4C1C2CC35

Standard InChI:  InChI=1S/C21H21N3O7/c25-12-6-11-17(18(19(12)28)24(29)30)22-20-16-10-5-14-21(11,20)2-3-23(14)8-9(10)1-4-31-13(16)7-15(26)27/h1,6,10,13-14,16,20,28H,2-5,7-8H2,(H,26,27)

Standard InChI Key:  XUFZCDNDAPCEKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 36  0  0  0  0  0  0  0  0999 V2000
   -2.6219   -0.5683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4294   -0.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    1.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9310   -1.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220   -1.9384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9545   -2.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9541   -1.8321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    1.9863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4949   -0.6647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578   -1.4127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2883    0.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1341   -0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    1.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1099    0.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0830   -0.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473   -0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546    0.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632    1.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307    0.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205   -0.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9296    1.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055    2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7457    1.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -0.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4483    2.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6563   -0.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189    0.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211    0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5700   -1.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595   -2.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0
  1 30  1  0
  2 26  1  0
  3 27  2  0
  4 10  1  0
  5 10  2  0
  6 31  2  0
  7 31  1  0
  8 13  1  0
  8 22  1  0
  8 25  1  0
  9 12  1  0
  9 16  2  0
 10 20  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 11 18  1  0
 12 15  1  0
 13 19  1  0
 14 16  1  0
 14 23  2  0
 15 17  1  0
 15 24  1  0
 16 20  1  0
 17 19  1  0
 17 21  1  0
 18 22  1  0
 20 26  2  0
 21 25  1  0
 21 28  2  0
 23 27  1  0
 24 29  1  0
 26 27  1  0
 28 30  1  0
 29 31  1  0
M  CHG  2   4  -1  10   1
M  END

Alternative Forms

1. Parent:

   

   ALA1519313

   9,10-Secostrychnidin-10-oic acid, 2, 3-dihydro-4-nitro-2,3-dioxo-

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: 427.41

Molecular Weight (Monoisotopic): 427.1380

AlogP: 0.88

#Rotatable Bonds: 3

Polar Surface Area: 142.57

Molecular Species: ZWITTERION

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: 9.09

CX LogP: -3.09

CX LogD: -4.80

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: 2.07

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays