(2S,4R)-1-((S)-2-(tert-Butyl)-15-((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)-4,14-dioxo-6,10-dioxa-3,13-iazapentadecanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

ID: ALA5074720

Chembl Id: CHEMBL5074720

PubChem CID: 126654553

Max Phase: Preclinical

Molecular Formula: C48H58ClN9O7S2

Molecular Weight: 972.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncsc1-c1ccc(CNC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC(=O)COCCCOCCNC(=O)C[C@@H]2N=C(c3ccc(Cl)cc3)c3c(sc(C)c3C)-n3c(C)nnc32)C(C)(C)C)cc1

Standard InChI:  InChI=1S/C48H58ClN9O7S2/c1-27-29(3)67-47-40(27)41(32-13-15-34(49)16-14-32)53-36(44-56-55-30(4)58(44)47)22-38(60)50-17-20-64-18-8-19-65-25-39(61)54-43(48(5,6)7)46(63)57-24-35(59)21-37(57)45(62)51-23-31-9-11-33(12-10-31)42-28(2)52-26-66-42/h9-16,26,35-37,43,59H,8,17-25H2,1-7H3,(H,50,60)(H,51,62)(H,54,61)/t35-,36+,37+,43-/m1/s1

Standard InChI Key:  MJCKFIWZHNIKPQ-AYWQWSHZSA-N

Alternative Forms

1. Parent:

   

   ALA5074720

   ---

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: 972.63

Molecular Weight (Monoisotopic): 971.3589

AlogP: 5.97

#Rotatable Bonds: 18

Polar Surface Area: 202.26

Molecular Species: NEUTRAL

HBA: 14

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.22

CX Basic pKa: 4.35

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 5

Heavy Atoms: 67

QED Weighted: 0.08

Np Likeness Score: -0.89

References

1. Klein VG, Bond AG, Craigon C, Lokey RS, Ciulli A..  (2021)  Amide-to-Ester Substitution as a Strategy for Optimizing PROTAC Permeability and Cellular Activity.,  64  (24.0): [PMID:34881891] [10.1021/acs.jmedchem.1c01496]

2. Li D, Yu D, Li Y, Yang R..  (2022)  A bibliometric analysis of PROTAC from 2001 to 2021.,  244  [PMID:36274273] [10.1016/j.ejmech.2022.114838]

Source

Source(1):

• Scientific Literature