N-cyclopropyl-N-(4-((4-((2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethyl)carbamoyl)phenyl)carbamoyl)benzyl)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carboxamide

ID: ALA5190311

PubChem CID: 168284048

Max Phase: Preclinical

Molecular Formula: C42H37N7O9

Molecular Weight: 783.80

Names and Identifiers

Canonical SMILES:  O=C1CCC(N2C(=O)c3cccc(NCCNC(=O)c4ccc(NC(=O)c5ccc(CN(C(=O)c6ccc7c(c6)OCC(=O)N7)C6CC6)cc5)cc4)c3C2=O)C(=O)N1

Standard InChI:  InChI=1S/C42H37N7O9/c50-34-17-16-32(39(54)47-34)49-41(56)29-2-1-3-31(36(29)42(49)57)43-18-19-44-37(52)24-8-11-27(12-9-24)45-38(53)25-6-4-23(5-7-25)21-48(28-13-14-28)40(55)26-10-15-30-33(20-26)58-22-35(51)46-30/h1-12,15,20,28,32,43H,13-14,16-19,21-22H2,(H,44,52)(H,45,53)(H,46,51)(H,47,50,54)

Standard InChI Key:  IJWLYILOSSUYDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 58 65  0  0  0  0  0  0  0  0999 V2000
    3.5733   -3.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -1.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4313   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4313   -1.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146    0.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271    0.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4271   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439    0.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    0.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733    0.1874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901    0.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0027    0.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0027   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4319   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1445   -1.0501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8613   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8613    0.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1445    0.5999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4319    0.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152    0.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5739   -1.0501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901    1.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9858   -1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1606   -1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0020   -1.8752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859   -1.8752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0027   -2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7152   -1.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4320   -2.2877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1446   -1.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8613   -2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5739   -1.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5739   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8613   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1446   -1.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319   -0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8654    0.2582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6905    0.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2405    0.7832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4528    0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6277    0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152    1.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6277    2.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4528    2.4002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8654    1.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6905    1.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2152    3.1127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7235   -0.6708    0.0000 O   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  7  1  0
  7  8  2  0
  3  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 23 28  1  0
 28 29  2  0
 20 29  1  0
 25 30  2  0
 19 31  2  0
 18 32  1  0
 32 33  1  0
 33 34  1  0
 32 34  1  0
 10 35  2  0
  2 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 40 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 44 48  1  0
 48 49  2  0
 47 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 50 55  1  0
 55 56  2  0
 53 57  2  0
 46 58  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190311

   ---

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: 783.80

Molecular Weight (Monoisotopic): 783.2653

AlogP: 3.32

#Rotatable Bonds: 12

Polar Surface Area: 212.42

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 16

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.16

CX Basic pKa: 1.88

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.10

Np Likeness Score: -1.21

References

1. Meng F, Xu C, Park KS, Kaniskan HÜ, Wang GG, Jin J..  (2022)  Discovery of a First-in-Class Degrader for Nuclear Receptor Binding SET Domain Protein 2 (NSD2) and Ikaros/Aiolos.,  65  (15.0): [PMID:35895319] [10.1021/acs.jmedchem.2c00807]

Source

Source(1):

• Scientific Literature