2-(2,6-dioxopiperidin-3-yl)-5-(6-(4-(4-(5-(4-(methylsulfonyl)phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino)phenyl)piperazin-1-yl)-6-oxohexylamino)isoindoline-1,3-dione

ID: ALA4776270

PubChem CID: 162642981

Max Phase: Preclinical

Molecular Formula: C42H43N9O7S

Molecular Weight: 817.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(-c2cccc3nc(Nc4ccc(N5CCN(C(=O)CCCCCNc6ccc7c(c6)C(=O)N(C6CCC(=O)NC6=O)C7=O)CC5)cc4)nn23)cc1

Standard InChI:  InChI=1S/C42H43N9O7S/c1-59(57,58)31-16-9-27(10-17-31)34-6-5-7-36-45-42(47-51(34)36)44-28-11-14-30(15-12-28)48-22-24-49(25-23-48)38(53)8-3-2-4-21-43-29-13-18-32-33(26-29)41(56)50(40(32)55)35-19-20-37(52)46-39(35)54/h5-7,9-18,26,35,43H,2-4,8,19-25H2,1H3,(H,44,47)(H,46,52,54)

Standard InChI Key:  MTCPYGZKKHMWAU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 59 66  0  0  0  0  0  0  0  0999 V2000
   31.2745  -12.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0091  -12.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6843  -12.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2114  -11.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8835  -11.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6231  -11.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1905  -10.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8015  -10.2553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9938  -10.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1604   -9.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9764   -9.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3312   -8.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8742   -8.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0582   -8.1121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6992   -8.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4032   -9.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8843   -8.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2316   -7.3180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0003  -11.0881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3710  -18.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1421  -18.9847    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.9384  -18.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2656  -19.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7336  -20.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5508  -20.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8925  -19.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7024  -19.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1721  -19.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9853  -19.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3298  -19.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8551  -18.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0435  -18.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6110  -18.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4223  -18.6134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6050  -17.8197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9065  -17.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2923  -17.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6147  -19.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8347  -16.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5038  -16.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6218  -14.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6218  -14.8869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3312  -15.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0406  -14.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0406  -14.0656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3312  -13.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7537  -13.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4643  -14.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1773  -13.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7561  -12.8336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8846  -14.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5928  -13.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3000  -14.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0082  -13.6621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9172  -15.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2081  -14.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5020  -15.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2176  -16.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9207  -16.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8 10  1  0
  9 16  2  0
 15 17  2  0
 13 18  2  0
  7 19  2  0
 21 20  2  0
 22 21  2  0
 33 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 34  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 26 27  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 33  2  0
 30 21  1  0
 21 38  1  0
 36 39  1  0
 39 40  1  0
 41 42  1  0
 41 46  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 47 50  2  0
 49 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 55 56  2  0
 56 57  1  0
 57 40  2  0
 40 58  1  0
 58 59  2  0
 59 55  1  0
 42 55  1  0
 54  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776270

   ---

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: 817.93

Molecular Weight (Monoisotopic): 817.3006

AlogP: 4.27

#Rotatable Bonds: 13

Polar Surface Area: 195.49

Molecular Species: NEUTRAL

HBA: 13

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.55

CX Basic pKa: 4.23

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 5

Heavy Atoms: 59

QED Weighted: 0.11

Np Likeness Score: -1.25

References

1. Kargbo RB.  (2021)  Degradation of Janus Kinase for Potential Application in Immune Response Therapeutics.,  12  (3): [PMID:33738050] [10.1021/acsmedchemlett.1c00058]

Source

Source(1):

• Scientific Literature