rac-trans-N,N'-(5,5'-cyclopropane-1,2-diylbis(methylene)bis(1,3,4-thiadiazole-5,2-diyl))bis(2-(pyridin-2-yl)acetamide)

ID: ALA4532984

PubChem CID: 76284405

Max Phase: Preclinical

Molecular Formula: C23H22N8O2S2

Molecular Weight: 506.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccn1)Nc1nnc(C[C@@H]2C[C@H]2Cc2nnc(NC(=O)Cc3ccccn3)s2)s1

Standard InChI:  InChI=1S/C23H22N8O2S2/c32-18(12-16-5-1-3-7-24-16)26-22-30-28-20(34-22)10-14-9-15(14)11-21-29-31-23(35-21)27-19(33)13-17-6-2-4-8-25-17/h1-8,14-15H,9-13H2,(H,26,30,32)(H,27,31,33)/t14-,15-/m0/s1

Standard InChI Key:  NSEARJDFCGVLCO-GJZGRUSLSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
    5.9505  -15.2085    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3985  -14.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110  -13.8810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6179  -14.0525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7042  -14.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4186  -16.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780  -14.6817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0931  -14.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2726  -14.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4286  -13.2606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7877  -13.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672  -13.5193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4822  -12.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8178  -12.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383  -12.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1232  -12.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2601  -16.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0138  -17.1605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3463  -16.0045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1533  -15.8329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5658  -16.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3863  -16.6336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7218  -17.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5423  -17.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2369  -18.0548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8779  -18.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6983  -18.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0339  -19.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5490  -19.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7285  -19.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3929  -18.8947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5456  -17.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8311  -16.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0061  -16.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4186  -15.2855    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  2  0
  5  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 20 21  2  0
 17 19  2  0
 18 17  1  0
 19 20  1  0
 21 18  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 17 32  1  0
 33 32  1  6
  6 33  1  0
 34  6  1  0
 33 34  1  0
  6 35  1  1
 35  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532984

   2-pyridin-2-yl-N-[5-[[(1S,2S)-2-[[5-[(2-pyridin-2-ylacetyl)amino]-1,3,4-thiadiazol-2-yl]methyl]cyclopropyl]methyl]-1,3,4-thiadiazol-2-yl]acetamide

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: 506.62

Molecular Weight (Monoisotopic): 506.1307

AlogP: 2.96

#Rotatable Bonds: 10

Polar Surface Area: 135.54

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.64

CX Basic pKa: 4.63

CX LogP: 2.19

CX LogD: 1.13

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -1.13

References

1. Zimmermann SC, Duvall B, Tsukamoto T..  (2018)  Recent Progress in the Discovery of Allosteric Inhibitors of Kidney-Type Glutaminase.,  62  (1): [PMID:29969024] [10.1021/acs.jmedchem.8b00327]

Source

Source(1):

• Scientific Literature