(R)-4-(6-cyclopropylpyridin-3-yl)-N-(6-(4-isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-yl)morpholine-2-carboxamide

ID: ALA4744428

PubChem CID: 162647791

Max Phase: Preclinical

Molecular Formula: C23H27N7O2

Molecular Weight: 433.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)n1cnnc1-c1cccc(NC(=O)[C@H]2CN(c3ccc(C4CC4)nc3)CCO2)n1

Standard InChI:  InChI=1S/C23H27N7O2/c1-15(2)30-14-25-28-22(30)19-4-3-5-21(26-19)27-23(31)20-13-29(10-11-32-20)17-8-9-18(24-12-17)16-6-7-16/h3-5,8-9,12,14-16,20H,6-7,10-11,13H2,1-2H3,(H,26,27,31)/t20-/m1/s1

Standard InChI Key:  YFDUEWUWHYXMLI-HXUWFJFHSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   35.5857  -18.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5846  -18.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2994  -19.2651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0158  -18.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0130  -18.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2976  -17.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7315  -19.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8190  -20.0810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6263  -20.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0377  -19.5360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4846  -18.9240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2068  -20.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4218  -20.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3796  -21.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8698  -19.2641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1557  -18.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1563  -18.0261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4408  -19.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7275  -18.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0132  -19.2589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0121  -20.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7312  -20.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4426  -20.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2993  -18.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3026  -18.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5896  -17.6101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8736  -18.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8751  -18.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5889  -19.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1585  -17.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7459  -16.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3335  -17.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  4  7  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
 15  2  1  0
 15 16  1  0
 16 17  2  0
 18 16  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 18  1  0
 20 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 31 30  1  0
 32 31  1  0
 30 32  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744428

   ---

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: 433.52

Molecular Weight (Monoisotopic): 433.2226

AlogP: 3.04

#Rotatable Bonds: 6

Polar Surface Area: 98.06

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.50

CX Basic pKa: 5.61

CX LogP: 2.39

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.64

Np Likeness Score: -1.75

References

1. Bigi-Botterill SV,Ivetac A,Bradshaw EL,Cole D,Dougan DR,Ermolieff J,Halkowycz P,Johnson B,McBride C,Pickens J,Sabat M,Swann S.  (2020)  Structure-guided optimization of a novel class of ASK1 inhibitors with increased sp character and an exquisite selectivity profile.,  30  (17): [PMID:32738982] [10.1016/j.bmcl.2020.127405]

Source

Source(1):

• Scientific Literature