(3'R,4'S,5'R)-6''-chloro-4'-(3-chloro-2-fluorophenyl)-N-(4-((5-(2-(2,6-dioxopiperidin-3-yl)-3-oxoisoindolin-4-yl)pentyl)carbamoyl)phenyl)-2''-oxodispiro[cyclohexane-1,2'-pyrrolidine-3',3''-indoline]-5'-carboxamide

ID: ALA5278422

Chembl Id: CHEMBL5278422

Max Phase: Preclinical

Molecular Formula: C48H47Cl2FN6O6

Molecular Weight: 893.84

Names and Identifiers

Canonical SMILES:  O=C1CCC(N2Cc3cccc(CCCCCNC(=O)c4ccc(NC(=O)[C@@H]5NC6(CCCCC6)[C@@]6(C(=O)Nc7cc(Cl)ccc76)[C@H]5c5cccc(Cl)c5F)cc4)c3C2=O)C(=O)N1

Standard InChI:  InChI=1S/C48H47Cl2FN6O6/c49-30-16-19-33-35(25-30)54-46(63)48(33)39(32-12-8-13-34(50)40(32)51)41(56-47(48)22-4-2-5-23-47)44(61)53-31-17-14-28(15-18-31)42(59)52-24-6-1-3-9-27-10-7-11-29-26-57(45(62)38(27)29)36-20-21-37(58)55-43(36)60/h7-8,10-19,25,36,39,41,56H,1-6,9,20-24,26H2,(H,52,59)(H,53,61)(H,54,63)(H,55,58,60)/t36?,39-,41+,48+/m0/s1

Standard InChI Key:  HIFKHKINSAATTD-XWUIVQSBSA-N

Alternative Forms

1. Parent:

   

   ALA5278422

   ---

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: 893.84

Molecular Weight (Monoisotopic): 892.2918

AlogP: 7.32

#Rotatable Bonds: 11

Polar Surface Area: 165.81

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.57

CX Basic pKa: 9.02

CX LogP: 7.01

CX LogD: 5.38

Aromatic Rings: 4

Heavy Atoms: 63

QED Weighted: 0.08

Np Likeness Score: -0.18

References

1. Li Y, Yang J, Aguilar A, McEachern D, Przybranowski S, Liu L, Yang CY, Wang M, Han X, Wang S..  (2019)  Discovery of MD-224 as a First-in-Class, Highly Potent, and Efficacious Proteolysis Targeting Chimera Murine Double Minute 2 Degrader Capable of Achieving Complete and Durable Tumor Regression.,  62  (2): [PMID:30525597] [10.1021/acs.jmedchem.8b00909]

Source

Source(1):

• Scientific Literature