(R)-1-(6-(4-(1-hydroxylpropan-2-yl)-4H-1,2,4-triazol-3-yl)pyridin-2-yl)-3-(isoquinolin-1-yl)urea

ID: ALA4764071

PubChem CID: 149670759

Max Phase: Preclinical

Molecular Formula: C20H19N7O2

Molecular Weight: 389.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](CO)n1cnnc1-c1cccc(NC(=O)Nc2nccc3ccccc23)n1

Standard InChI:  InChI=1S/C20H19N7O2/c1-13(11-28)27-12-22-26-19(27)16-7-4-8-17(23-16)24-20(29)25-18-15-6-3-2-5-14(15)9-10-21-18/h2-10,12-13,28H,11H2,1H3,(H2,21,23,24,25,29)/t13-/m1/s1

Standard InChI Key:  ANCZNPGQXFLAIW-CYBMUJFWSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    5.6611  -16.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6600  -17.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3722  -17.8612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0860  -17.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0831  -16.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3704  -16.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7944  -17.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8812  -18.6740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6849  -18.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0965  -18.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5446  -17.5197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2706  -19.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4459  -20.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9520  -17.8603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405  -17.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411  -16.6257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283  -17.8591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8202  -17.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233  -16.6344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1160  -16.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078  -16.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191  -17.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4113  -17.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7113  -17.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180  -18.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305  -19.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275  -18.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8416  -20.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4929  -18.9707    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
  2 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 23  1  0
 22 18  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 22  2  0
 13 28  1  0
 12 29  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4764071

   ---

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: 389.42

Molecular Weight (Monoisotopic): 389.1600

AlogP: 3.09

#Rotatable Bonds: 5

Polar Surface Area: 117.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.67

CX Basic pKa: 4.21

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.37

References

1. Zhang S,Huang C,Lyu X,Wang P,Zang Y,Wang Z,Wang H,Li J,Zhao Y.  (2020)  Discovery of a 2-pyridinyl urea-containing compound YD57 as a potent inhibitor of apoptosis signal-regulating kinase 1 (ASK1).,  195  [PMID:32289582] [10.1016/j.ejmech.2020.112277]

Source

Source(1):

• Scientific Literature