N-(2-Cyclopropylethyl)-6-(4-(2,5-dichlorobenzoyl)piperazin-1-yl)pyridazine-3-carboxamide

ID: ALA2315135

PubChem CID: 11408261

Max Phase: Preclinical

Molecular Formula: C21H23Cl2N5O2

Molecular Weight: 448.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCC1CC1)c1ccc(N2CCN(C(=O)c3cc(Cl)ccc3Cl)CC2)nn1

Standard InChI:  InChI=1S/C21H23Cl2N5O2/c22-15-3-4-17(23)16(13-15)21(30)28-11-9-27(10-12-28)19-6-5-18(25-26-19)20(29)24-8-7-14-1-2-14/h3-6,13-14H,1-2,7-12H2,(H,24,29)

Standard InChI Key:  UPRHRDVCISBLNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   25.6979  -21.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5151  -21.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9242  -20.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7414  -20.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1506  -19.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9677  -19.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7425  -19.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3733  -20.5374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1897  -20.5384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5997  -19.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1873  -19.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3722  -19.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4172  -19.8315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8250  -20.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6386  -20.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0506  -19.8362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6429  -19.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8231  -19.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8676  -19.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3078  -20.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2787  -19.1325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9878  -20.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9872  -21.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9274  -21.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3669  -21.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1840  -21.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5596  -21.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1179  -20.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4903  -19.7581    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.9905  -22.6627    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  6  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 10 13  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 22  1  1  0
 23 22  1  0
  1 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 20  1  0
 28 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2315135

   6-[4-(2,5-Dichlorobenzoyl)piperazin-1-yl]pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide

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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.35

Molecular Weight (Monoisotopic): 447.1229

AlogP: 3.28

#Rotatable Bonds: 6

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.61

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.73

Np Likeness Score: -2.11

References

1. Zhang Z, Sun S, Kodumuru V, Hou D, Liu S, Chakka N, Sviridov S, Chowdhury S, McLaren DG, Ratkay LG, Khakh K, Cheng X, Gschwend HW, Kamboj R, Fu J, Winther MD..  (2013)  Discovery of piperazin-1-ylpyridazine-based potent and selective stearoyl-CoA desaturase-1 inhibitors for the treatment of obesity and metabolic syndrome.,  56  (2): [PMID:23245208] [10.1021/jm301661h]

Source

Source(1):

• Scientific Literature