(2S,4R)-1-((S)-1-(4-((2S,4R)-1-Acetyl-4-((4-chlorophenyl)-amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)phenyl)-12-(tert-butyl)-1,10-dioxo-5,8-dioxa-2,11-diazatridecan-13-oyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA4227834

Chembl Id: CHEMBL4227834

PubChem CID: 122551835

Max Phase: Preclinical

Molecular Formula: C53H62ClN7O8S

Molecular Weight: 992.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1c2ccc(-c3ccc(C(=O)NCCOCCOCC(=O)N[C@H](C(=O)N4C[C@H](O)C[C@H]4C(=O)NCc4ccc(-c5scnc5C)cc4)C(C)(C)C)cc3)cc2[C@H](Nc2ccc(Cl)cc2)C[C@@H]1C

Standard InChI:  InChI=1S/C53H62ClN7O8S/c1-32-25-44(58-41-18-16-40(54)17-19-41)43-26-39(15-20-45(43)61(32)34(3)62)36-11-13-38(14-12-36)50(65)55-21-22-68-23-24-69-30-47(64)59-49(53(4,5)6)52(67)60-29-42(63)27-46(60)51(66)56-28-35-7-9-37(10-8-35)48-33(2)57-31-70-48/h7-20,26,31-32,42,44,46,49,58,63H,21-25,27-30H2,1-6H3,(H,55,65)(H,56,66)(H,59,64)/t32-,42+,44+,46-,49+/m0/s1

Standard InChI Key:  AIFXAXRMMBWMAG-OVLUFEKXSA-N

Alternative Forms

1. Parent:

   

   ALA4227834

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 992.64

Molecular Weight (Monoisotopic): 991.4069

AlogP: 7.31

#Rotatable Bonds: 18

Polar Surface Area: 191.53

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.21

CX Basic pKa: 3.36

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 5

Heavy Atoms: 70

QED Weighted: 0.06

Np Likeness Score: -0.79

References

1. Chan KH, Zengerle M, Testa A, Ciulli A..  (2018)  Impact of Target Warhead and Linkage Vector on Inducing Protein Degradation: Comparison of Bromodomain and Extra-Terminal (BET) Degraders Derived from Triazolodiazepine (JQ1) and Tetrahydroquinoline (I-BET726) BET Inhibitor Scaffolds.,  61  (2): [PMID:28595007] [10.1021/acs.jmedchem.6b01912]

2. Klein VG,Townsend CE,Testa A,Zengerle M,Maniaci C,Hughes SJ,Chan KH,Ciulli A,Lokey RS.  (2020)  Understanding and Improving the Membrane Permeability of VH032-Based PROTACs.,  11  (9): [PMID:32939229] [10.1021/acsmedchemlett.0c00265]

3. de Castro GV, Ciulli A..  (2021)  Estimating the cooperativity of PROTAC-induced ternary complexes using ¹⁹F NMR displacement assay.,  12  (10.0): [PMID:34778777] [10.1039/D1MD00215E]

Source

Source(1):

• Scientific Literature