(2S,4R)-1-((S)-2-(3-(2-(5-(4-(4-cyano-2-(trifluoromethyl)benzyl)-3-methoxybenzylidene)-2,4-dioxothiazolidin-3-yl)ethoxy)propanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA5174819

Chembl Id: CHEMBL5174819

PubChem CID: 168272490

Max Phase: Preclinical

Molecular Formula: C47H49F3N6O8S2

Molecular Weight: 947.07

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\SC(=O)N(CCOCCC(=O)N[C@H](C(=O)N3C[C@H](O)C[C@H]3C(=O)NCc3ccc(-c4scnc4C)cc3)C(C)(C)C)C2=O)ccc1Cc1ccc(C#N)cc1C(F)(F)F

Standard InChI:  InChI=1S/C47H49F3N6O8S2/c1-27-40(65-26-53-27)31-10-6-28(7-11-31)24-52-42(59)36-22-34(57)25-56(36)44(61)41(46(2,3)4)54-39(58)14-16-64-17-15-55-43(60)38(66-45(55)62)20-29-8-13-33(37(19-29)63-5)21-32-12-9-30(23-51)18-35(32)47(48,49)50/h6-13,18-20,26,34,36,41,57H,14-17,21-22,24-25H2,1-5H3,(H,52,59)(H,54,58)/b38-20-/t34-,36+,41-/m1/s1

Standard InChI Key:  KNVMDVDLBWIQNQ-UGZDYVQHSA-N

Alternative Forms

1. Parent:

   

   ALA5174819

   ---

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: 947.07

Molecular Weight (Monoisotopic): 946.3005

AlogP: 6.86

#Rotatable Bonds: 16

Polar Surface Area: 191.26

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.25

CX Basic pKa: 2.65

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 4

Heavy Atoms: 66

QED Weighted: 0.08

Np Likeness Score: -1.05

References

1. Wang C, Zhang Y, Wang J, Xing D..  (2022)  VHL-based PROTACs as potential therapeutic agents: Recent progress and perspectives.,  227  [PMID:34656901] [10.1016/j.ejmech.2021.113906]

Source

Source(1):

• Scientific Literature