2-isopropyl-4-(5-methyl-1H-pyrazol-3-ylamino)-7-(2-morpholinoethoxy)phthalazin-1(2H)-one

ID: ALA4475847

PubChem CID: 11668744

Max Phase: Preclinical

Molecular Formula: C21H28N6O3

Molecular Weight: 412.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2nn(C(C)C)c(=O)c3cc(OCCN4CCOCC4)ccc23)n[nH]1

Standard InChI:  InChI=1S/C21H28N6O3/c1-14(2)27-21(28)18-13-16(30-11-8-26-6-9-29-10-7-26)4-5-17(18)20(25-27)22-19-12-15(3)23-24-19/h4-5,12-14H,6-11H2,1-3H3,(H2,22,23,24,25)

Standard InChI Key:  HWBBVGKLCBLJGG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.8374  -18.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8363  -18.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5443  -19.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5425  -17.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2511  -18.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500  -18.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9562  -19.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6680  -18.9747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6692  -18.1540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9585  -17.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9585  -16.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0846  -18.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3799  -16.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9539  -20.1989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2450  -20.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5014  -20.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9529  -20.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3595  -21.5895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1593  -21.4217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1404  -20.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1296  -17.7472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4220  -18.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7142  -17.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0066  -18.1563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2990  -17.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5935  -18.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895  -18.9698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971  -19.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0088  -18.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
 18 21  1  0
  1 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475847

   4-[(5-methyl-1H-pyrazol-3-yl)amino]-7-(2-morpholin-4-ylethoxy)-2-propan-2-ylphthalazin-1-one

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: 412.49

Molecular Weight (Monoisotopic): 412.2223

AlogP: 2.46

#Rotatable Bonds: 7

Polar Surface Area: 97.30

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.41

CX LogP: 2.11

CX LogD: 2.06

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.62

References

1. Sangshetti J, Pathan SK, Patil R, Akber Ansari S, Chhajed S, Arote R, Shinde DB..  (2019)  Synthesis and biological activity of structurally diverse phthalazine derivatives: A systematic review.,  27  (18): [PMID:31401008] [10.1016/j.bmc.2019.07.050]

Source

Source(1):

• Scientific Literature