6-(2,6-dichlorophenyl)-8-(hydroxymethyl)-2-(2'-methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinoline]-7'-ylamino)pyrido[4,3-d]pyrimidin-5(6H)-one

ID: ALA4529353

PubChem CID: 71724574

Max Phase: Preclinical

Molecular Formula: C26H23Cl2N5O2

Molecular Weight: 508.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1Cc2cc(Nc3ncc4c(=O)n(-c5c(Cl)cccc5Cl)cc(CO)c4n3)ccc2C2(CC2)C1

Standard InChI:  InChI=1S/C26H23Cl2N5O2/c1-32-11-15-9-17(5-6-19(15)26(14-32)7-8-26)30-25-29-10-18-22(31-25)16(13-34)12-33(24(18)35)23-20(27)3-2-4-21(23)28/h2-6,9-10,12,34H,7-8,11,13-14H2,1H3,(H,29,30,31)

Standard InChI Key:  ICNHYRCGEFUMGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.7876  -27.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1960  -26.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1950  -29.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9013  -28.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8990  -27.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1942  -27.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094  -29.1360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3167  -28.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0165  -27.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3126  -27.9138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7296  -27.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7277  -28.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1451  -27.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4361  -27.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1721  -28.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4368  -26.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8469  -27.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5559  -27.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2572  -27.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2460  -26.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5275  -26.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8291  -26.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1134  -26.2881    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.5651  -28.7135    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4908  -28.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913  -27.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0824  -27.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0818  -28.7269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7883  -29.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734  -29.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4233  -29.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7108  -30.3511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
 28  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 29  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
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 14 18  1  0
 17 15  1  0
 15 16  1  0
 17 18  2  0
 16 19  2  0
 15 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 21 27  1  0
 28 29  2  0
 28 32  1  0
 29  2  1  0
  2 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 18 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529353

   6-(2,6-Dichlorophenyl)-8-(hydroxymethyl)-2-[(2-methylspiro[1,3-dihydroisoquinoline-4,1'-cyclopropane]-7-yl)amino]pyrido[4,3-d]pyrimidin-5-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: 508.41

Molecular Weight (Monoisotopic): 507.1229

AlogP: 4.80

#Rotatable Bonds: 4

Polar Surface Area: 83.28

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.53

CX Basic pKa: 8.17

CX LogP: 4.27

CX LogD: 3.44

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: -0.57

References

1. Mastracchio A, Lai C, Torrent M, Bromberg K, Buchanan FG, Ferguson D, Bontcheva V, Johnson EF, Lasko L, Maag D, Shoemaker AR, Penning TD..  (2019)  Investigation of biaryl heterocycles as inhibitors of Wee1 kinase.,  29  (12): [PMID:31014911] [10.1016/j.bmcl.2019.04.017]

Source

Source(1):

• Scientific Literature