(3S,6S,9S,12R,14S)-3-benzyl-6-ethyl-6,14-dimethyl-9-(7-methyl-6-oxo-octyl)-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone

ID: ALA4527690

PubChem CID: 155544252

Max Phase: Preclinical

Molecular Formula: C31H46N4O5

Molecular Weight: 554.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@]1(C)NC(=O)[C@H](CCCCCC(=O)C(C)C)NC(=O)[C@H]2C[C@H](C)CN2C(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C31H46N4O5/c1-6-31(5)30(40)33-24(18-22-13-9-7-10-14-22)29(39)35-19-21(4)17-25(35)28(38)32-23(27(37)34-31)15-11-8-12-16-26(36)20(2)3/h7,9-10,13-14,20-21,23-25H,6,8,11-12,15-19H2,1-5H3,(H,32,38)(H,33,40)(H,34,37)/t21-,23-,24-,25+,31-/m0/s1

Standard InChI Key:  UKEZHPPHQQLUFK-DXOXNYLRSA-N

Molfile:  

 
     RDKit          2D

 40 42  0  0  0  0  0  0  0  0999 V2000
    4.8920   -4.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7111   -4.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1218   -3.9021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1240   -5.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8425   -5.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8600   -6.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5826   -6.9213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1630   -6.9564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7461   -7.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267   -7.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5190   -6.9594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7997   -6.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849   -5.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4855   -5.3209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0656   -5.3483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056   -6.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7976   -7.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5863   -7.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5190   -8.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1538   -8.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9733   -8.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3809   -9.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2004   -9.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6122   -9.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4275   -9.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8393  -10.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6588  -10.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4275  -11.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8393   -9.0877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4360   -5.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858   -4.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2721   -4.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4934   -3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4843   -3.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -3.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2569   -4.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409   -4.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290   -3.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4359   -3.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2547   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
  1 14  1  0
 13 15  2  0
 12 16  1  1
 16 17  1  0
 12 18  1  0
 10 19  2  0
  9 20  1  1
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 25 29  2  0
  5 30  1  6
 31 30  1  0
 32 31  1  0
  4 32  1  0
 31 33  1  1
  1 34  1  1
 34 35  1  0
 36 35  2  0
 37 36  1  0
 38 37  2  0
 39 38  1  0
 40 39  2  0
 35 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527690

   ---

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: 554.73

Molecular Weight (Monoisotopic): 554.3468

AlogP: 2.91

#Rotatable Bonds: 10

Polar Surface Area: 124.68

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.81

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.38

Np Likeness Score: 0.69

References

1. Deng Y, Wu T, Zhai SQ, Li CH..  (2019)  Recent progress on anti-Toxoplasma drugs discovery: Design, synthesis and screening.,  183  [PMID:31585276] [10.1016/j.ejmech.2019.111711]

Source

Source(1):

• Scientific Literature