ethyl 3-(2-(tert-butylamino)-1-(4-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)-N-(3,4,5-trifluorobenzyl)but-3-ynamido)-2-oxoethyl)-6-chloro-1H-indole-2-carboxylate

ID: ALA4850321

PubChem CID: 164614969

Max Phase: Preclinical

Molecular Formula: C41H37ClF3N5O7

Molecular Weight: 804.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1[nH]c2cc(Cl)ccc2c1C(C(=O)NC(C)(C)C)N(Cc1cc(F)c(F)c(F)c1)C(=O)CC#Cc1cccc2c1CN(C1CCC(=O)NC1=O)C2=O

Standard InChI:  InChI=1S/C41H37ClF3N5O7/c1-5-57-40(56)35-33(25-13-12-23(42)18-29(25)46-35)36(38(54)48-41(2,3)4)50(19-21-16-27(43)34(45)28(44)17-21)32(52)11-7-9-22-8-6-10-24-26(22)20-49(39(24)55)30-14-15-31(51)47-37(30)53/h6,8,10,12-13,16-18,30,36,46H,5,11,14-15,19-20H2,1-4H3,(H,48,54)(H,47,51,53)

Standard InChI Key:  FBLCSCWBVXEVBU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 57 62  0  0  0  0  0  0  0  0999 V2000
    3.9580   -5.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9580   -5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633   -6.3518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3686   -5.9473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3686   -5.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633   -4.7174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2509   -6.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633   -7.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9556   -7.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710   -7.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6555   -7.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633   -3.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3710   -3.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0775   -3.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7847   -3.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7852   -2.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0725   -2.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3682   -2.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0775   -4.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2491   -4.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573   -4.4534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060   -5.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3638   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1623   -3.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050   -3.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4505   -2.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -2.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1089   -2.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -1.5906    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3393   -5.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7840   -5.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4868   -5.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1933   -5.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1874   -6.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8930   -7.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6029   -6.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8965   -5.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6005   -5.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2029   -5.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8711   -4.6643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0637   -4.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0025   -5.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2782   -3.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0989   -3.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5059   -3.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0993   -2.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2811   -2.5435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8696   -3.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5091   -1.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0524   -3.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0696   -1.4528    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4923   -2.2689    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4923   -3.9054    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7218   -6.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -6.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536   -5.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -5.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  4  5  2  0
  5  6  1  0
  2  7  2  0
  3  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  5 19  1  0
  1 20  1  0
 20 24  1  0
 23 21  1  0
 21 22  1  0
 22 20  2  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 27 29  1  0
 22 30  1  0
 19 31  1  0
 31 32  3  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 38  1  0
 37 33  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 37  1  0
 39 42  2  0
 40 43  1  0
 43 44  1  0
 43 48  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 46 49  2  0
 48 50  2  0
 17 51  1  0
 16 52  1  0
 15 53  1  0
 30 54  2  0
 30 55  1  0
 55 56  1  0
 56 57  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4850321

   ---

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: 804.22

Molecular Weight (Monoisotopic): 803.2334

AlogP: 5.60

#Rotatable Bonds: 9

Polar Surface Area: 157.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.31

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 57

QED Weighted: 0.09

Np Likeness Score: -0.94

References

1. Wang B, Liu J, Tandon I, Wu S, Teng P, Liao J, Tang W..  (2021)  Development of MDM2 degraders based on ligands derived from Ugi reactions: Lessons and discoveries.,  219  [PMID:33862513] [10.1016/j.ejmech.2021.113425]

Source

Source(1):

• Scientific Literature