ETRUMADENANT

ID: ALA4740383

Cas Number: 2239273-34-6

PubChem CID: 135242184

Product Number: E414426, Order Now?

Max Phase: Phase

Molecular Formula: C23H22N8O

Molecular Weight: 426.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ab928 | Etrumadenant | AB-928 | AB928

Canonical SMILES:  Cc1c(C#N)cccc1-c1cc(-c2cn(Cc3cccc(C(C)(C)O)n3)nn2)nc(N)n1

Standard InChI:  InChI=1S/C23H22N8O/c1-14-15(11-24)6-4-8-17(14)18-10-19(28-22(25)27-18)20-13-31(30-29-20)12-16-7-5-9-21(26-16)23(2,3)32/h4-10,13,32H,12H2,1-3H3,(H2,25,27,28)

Standard InChI Key:  BUXIAWLTBSXYSW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -2.1760    2.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7074    2.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266    1.4177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6144    1.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0830    1.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3638    2.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2574    2.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429    1.7211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429    0.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2574    0.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9718    0.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9718    1.7211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863   -0.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6863    0.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4008    0.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4008   -0.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152   -0.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1152    0.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    0.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215    0.3525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1612   -0.3897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560   -0.2763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8007    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5196    2.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6643    1.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749    3.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3318    2.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3337    0.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2574    2.9586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4008    1.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297    0.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5442    1.3086    0.0000 N   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  6  1  0
  1  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  7 12  1  0
 13 14  1  0
 11 14  1  0
 16 17  1  0
 17 18  2  0
 15 18  1  0
 13 16  2  0
 15 14  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 19 23  2  0
  2 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
  4 28  1  0
 28 20  1  0
 23  9  1  0
  7 29  1  0
 15 30  1  0
 18 31  1  0
 31 32  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740383

   Etrumadenant (AB928)

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.48

Molecular Weight (Monoisotopic): 426.1917

AlogP: 2.84

#Rotatable Bonds: 5

Polar Surface Area: 139.42

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.94

CX Basic pKa: 3.98

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.26

References

1. Unpublished dataset, 

2. Yu F,Zhu C,Xie Q,Wang Y.  (2020)  Adenosine A Receptor Antagonists for Cancer Immunotherapy.,  63  (21): [PMID:32667814] [10.1021/acs.jmedchem.0c00237]

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

4. Saini A, Patel R, Gaba S, Singh G, Gupta GD, Monga V..  (2022)  Adenosine receptor antagonists: Recent advances and therapeutic perspective.,  227  [PMID:34695776] [10.1016/j.ejmech.2021.113907]

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names