2-((1-(2-chloroacetyl)-1,2,3,4-tetrahydroquinolin-6-yl)oxy)-N-(10-(4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperazin-1-yl)-10-oxodecyl)acetamide

ID: ALA5182405

PubChem CID: 168277517

Max Phase: Preclinical

Molecular Formula: C43H50ClFN6O6

Molecular Weight: 801.36

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc2c(c1)CCCN2C(=O)CCl)NCCCCCCCCCC(=O)N1CCN(C(=O)c2cc(Cc3n[nH]c(=O)c4ccccc34)ccc2F)CC1

Standard InChI:  InChI=1S/C43H50ClFN6O6/c44-28-41(54)51-20-10-11-31-27-32(16-18-38(31)51)57-29-39(52)46-19-9-5-3-1-2-4-6-14-40(53)49-21-23-50(24-22-49)43(56)35-25-30(15-17-36(35)45)26-37-33-12-7-8-13-34(33)42(55)48-47-37/h7-8,12-13,15-18,25,27H,1-6,9-11,14,19-24,26,28-29H2,(H,46,52)(H,48,55)

Standard InChI Key:  FFDCUOYHHZSVET-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 57 62  0  0  0  0  0  0  0  0999 V2000
   -3.2333   -1.6418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188   -1.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044   -1.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044   -2.4669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3391   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898   -3.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9479   -1.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9479   -0.4043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624   -1.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3743   -1.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0890   -1.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8036   -1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8036   -0.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0890    0.0078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0890    0.8328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8036    1.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8036    2.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5181    0.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2298    1.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9443    0.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9443    0.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2280   -0.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5181    0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0890   -2.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725   -2.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6624   -2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9479   -2.8797    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1971   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9117   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6262   -2.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407   -2.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7779   -2.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0552   -2.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4897   -2.8988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7835   -1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5008   -1.2490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5063   -0.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7946   -0.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8010    0.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5184    1.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2274    0.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2266   -0.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9404    1.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9443    2.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2354    2.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5224    2.0448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8107    2.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0933    2.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162    3.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1044    3.7045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  7 12  2  0
 13  1  1  0
 13 14  2  0
 15 13  1  0
 15 16  1  0
 16 17  2  0
 18 17  1  0
 19 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 24 22  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 24  2  0
 29 19  1  0
 17 30  1  0
 30 31  2  0
 31 32  1  0
 32 15  2  0
 32 33  1  0
 11 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 39 40  1  0
 38 40  1  0
 39 41  2  0
 39 42  1  0
 42 43  1  0
 43 44  1  0
 45 44  2  0
 46 45  1  0
 47 46  2  0
 48 47  1  0
 49 48  2  0
 44 49  1  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 47 53  1  0
 53 54  1  0
 54 55  2  0
 54 56  1  0
 56 57  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5182405

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 801.36

Molecular Weight (Monoisotopic): 800.3464

AlogP: 5.77

#Rotatable Bonds: 17

Polar Surface Area: 145.01

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.96

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 4

Heavy Atoms: 57

QED Weighted: 0.10

Np Likeness Score: -1.37

References

1. Pu C, Tong Y, Liu Y, Lan S, Wang S, Yan G, Zhang H, Luo D, Ma X, Yu S, Huang Q, Deng R, Li R..  (2022)  Selective degradation of PARP2 by PROTACs via recruiting DCAF16 for triple-negative breast cancer.,  236  [PMID:35430559] [10.1016/j.ejmech.2022.114321]

Source

Source(1):

• Scientific Literature