ID: ALA5270900

Max Phase: Preclinical

Molecular Formula: C36H40ClN9O5S

Molecular Weight: 746.29

Representations

Canonical SMILES:  Cc1nc(Nc2ncc(C(=O)Nc3c(C)cccc3Cl)s2)cc(N2CCN(CCCNC(=O)COc3ccc(C4CCC(=O)NC4=O)cc3)CC2)n1

Standard InChI:  InChI=1S/C36H40ClN9O5S/c1-22-5-3-6-27(37)33(22)44-35(50)28-20-39-36(52-28)42-29-19-30(41-23(2)40-29)46-17-15-45(16-18-46)14-4-13-38-32(48)21-51-25-9-7-24(8-10-25)26-11-12-31(47)43-34(26)49/h3,5-10,19-20,26H,4,11-18,21H2,1-2H3,(H,38,48)(H,44,50)(H,43,47,49)(H,39,40,41,42)

Standard InChI Key:  AJNQGWOQPRWRML-UHFFFAOYSA-N

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

Properties

Molecular Weight: 746.29

Molecular Weight (Monoisotopic): 745.2562

AlogP: 4.43

#Rotatable Bonds: 13

Polar Surface Area: 170.78

Molecular Species: BASE

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.49

CX Basic pKa: 8.53

CX LogP: 4.29

CX LogD: 4.17

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.11

Np Likeness Score: -1.75

References

1. Jarusiewicz JA, Yoshimura S, Mayasundari A, Actis M, Aggarwal A, McGowan K, Yang L, Li Y, Fu X, Mishra V, Heath R, Narina S, Pruett-Miller SM, Nishiguchi G, Yang JJ, Rankovic Z..  (2023)  Phenyl Dihydrouracil: An Alternative Cereblon Binder for PROTAC Design.,  14  (2.0): [PMID:36793425] [10.1021/acsmedchemlett.2c00436]

Source

Source(1):

• Scientific Literature