(Z)-4-amino-N'-hydroxy-N-(1,2,3,4-tetrahydronaphthalen-1-yl)-1,2,5-oxadiazole-3-carboximidamide

ID: ALA4483096

PubChem CID: 137297313

Max Phase: Preclinical

Molecular Formula: C13H15N5O2

Molecular Weight: 273.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nonc1/C(=N/O)NC1CCCc2ccccc21

Standard InChI:  InChI=1S/C13H15N5O2/c14-12-11(17-20-18-12)13(16-19)15-10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6,10,19H,3,5,7H2,(H2,14,18)(H,15,16)

Standard InChI Key:  REYXPMSLAPYHAV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.8441   -4.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6613   -4.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9157   -3.8953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2527   -3.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5940   -3.8953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1409   -5.3337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3629   -5.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5503   -5.2461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6943   -6.0795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2132   -6.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2189   -4.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7018   -3.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3736   -3.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5611   -2.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4069   -4.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0805   -3.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2712   -3.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -4.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -4.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9271   -5.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  2  6  1  0
  1  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 15  1  0
 12 13  1  0
 13 14  1  0
 14 16  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483096

   ---

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: 273.30

Molecular Weight (Monoisotopic): 273.1226

AlogP: 1.45

#Rotatable Bonds: 2

Polar Surface Area: 109.56

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.94

CX Basic pKa: ┄

CX LogP: 1.62

CX LogD: 1.03

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.33

Np Likeness Score: -1.04

References

1. Zhang H, Liu K, Pu Q, Achab A, Ardolino MJ, Cheng M, Deng Y, Doty AC, Ferguson H, Fradera X, Knemeyer I, Kurukulasuriya R, Lam YH, Lesburg CA, Martinot TA, McGowan MA, Miller JR, Otte K, Biju PJ, Sciammetta N, Solban N, Yu W, Zhou H, Wang X, Bennett DJ, Han Y..  (2019)  Discovery of Amino-cyclobutarene-derived Indoleamine-2,3-dioxygenase 1 (IDO1) Inhibitors for Cancer Immunotherapy.,  10  (11): [PMID:31749906] [10.1021/acsmedchemlett.9b00344]

Source

Source(1):

• Scientific Literature