N1-[2-[2-(2-[2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetamido]ethoxy)ethoxy]ethyl]-N5-1-(S)-1-((2S,4R)-4-hydroxy-2-[(-4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)glutaramide

ID: ALA5266826

Max Phase: Preclinical

Molecular Formula: C52H67ClN10O8S2

Molecular Weight: 1059.76

Names and Identifiers

Canonical SMILES:  CC1=C(C)C2C(c3ccc(Cl)cc3)=N[C@@H](CC(=O)NCCOCCOCCNC(=O)CCCC(=O)N[C@H](C(=O)N3C[C@H](O)C[C@H]3C(=O)NCc3ccc(-c4scnc4C)cc3)C(C)(C)C)c3nnc(C)n3C2S1

Standard InChI:  InChI=1S/C52H67ClN10O8S2/c1-30-32(3)73-51-44(30)45(35-15-17-37(53)18-16-35)58-39(48-61-60-33(4)63(48)51)26-43(67)55-20-22-71-24-23-70-21-19-54-41(65)9-8-10-42(66)59-47(52(5,6)7)50(69)62-28-38(64)25-40(62)49(68)56-27-34-11-13-36(14-12-34)46-31(2)57-29-72-46/h11-18,29,38-40,44,47,51,64H,8-10,19-28H2,1-7H3,(H,54,65)(H,55,67)(H,56,68)(H,59,66)/t38-,39+,40+,44?,47-,51?/m1/s1

Standard InChI Key:  DMNMSXNNFYIVIV-VAYHUQQPSA-N

Molfile:  

 
     RDKit          2D

 73 79  0  0  0  0  0  0  0  0999 V2000
  -11.4477   -1.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2806   -1.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8378   -2.6049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4199   -3.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6454   -3.1343    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5340   -2.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8374   -1.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1130   -2.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3887   -1.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3887   -1.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6643   -0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9400   -1.0447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2156   -0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2156    0.2089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4912   -1.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4355   -1.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6276   -2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3211   -2.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1818   -1.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7112   -0.7661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4883    0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    0.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952   -0.3203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2873   -0.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0644    0.7103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6744   -0.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -1.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5265   -0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216   -0.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1116   -1.4626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -1.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5046   -1.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -1.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976   -2.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7056   -1.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2906   -2.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0986   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7115   -2.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5195   -2.7442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7145   -1.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224   -1.7134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1294   -1.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3245   -0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1324   -0.3203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4945    0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3304    0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7483    1.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5841    1.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0020    0.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8378    0.4318    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5841   -0.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7483   -0.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1324    1.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3245    1.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2409    2.1870    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0209    2.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1881    3.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5781    1.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3861    1.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6558    0.8497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6558    0.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757   -0.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742    0.4318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757    1.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6249    1.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4574    1.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345    1.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6494    1.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425    1.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0733    0.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1130   -0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8374   -1.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  6  5  1  0
  2  6  2  0
  7  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 15 13  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  6
 19 17  1  0
 20 19  1  0
 20 15  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 41 43  1  0
 44 43  1  1
 45 44  1  0
 45 46  2  0
 47 46  1  0
 48 47  2  0
 49 48  1  0
 50 49  2  0
 50 51  1  0
 52 50  1  0
 53 52  2  0
 47 53  1  0
 46 54  1  0
 55 54  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 57 59  2  0
 54 59  1  0
 59 60  1  0
 61 55  1  0
 62 61  1  0
 44 62  1  0
 62 63  2  0
 63 64  1  0
 64 65  2  0
 61 65  1  0
 65 66  1  0
 22 67  1  6
 67 68  1  0
 67 69  1  0
 67 70  1  0
 21 71  2  0
 10 72  2  0
 72 73  1  0
 73  7  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5266826

   ---

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: 1059.76

Molecular Weight (Monoisotopic): 1058.4273

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Xu H, Kurohara T, Ohoka N, Tsuji G, Inoue T, Naito M, Demizu Y..  (2023)  Development of versatile solid-phase methods for syntheses of PROTACs with diverse E3 ligands.,  86  [PMID:37126968] [10.1016/j.bmc.2023.117293]

Source

Source(1):

• Scientific Literature