ID: ALA5276245

Max Phase: Preclinical

Molecular Formula: C39H45ClN10O4S

Molecular Weight: 785.37

Representations

Canonical SMILES:  Cc1nc(Nc2ncc(C(=O)Nc3c(C)cccc3Cl)s2)cc(N2CCN(CCCC(=O)N3CCN(c4ccc(C5CCC(=O)NC5=O)cc4)CC3)CC2)n1

Standard InChI:  InChI=1S/C39H45ClN10O4S/c1-25-5-3-6-30(40)36(25)46-38(54)31-24-41-39(55-31)44-32-23-33(43-26(2)42-32)49-17-15-47(16-18-49)14-4-7-35(52)50-21-19-48(20-22-50)28-10-8-27(9-11-28)29-12-13-34(51)45-37(29)53/h3,5-6,8-11,23-24,29H,4,7,12-22H2,1-2H3,(H,46,54)(H,45,51,53)(H,41,42,43,44)

Standard InChI Key:  UVLQOVGDDSJYRQ-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: 785.37

Molecular Weight (Monoisotopic): 784.3034

AlogP: 4.97

#Rotatable Bonds: 11

Polar Surface Area: 156.00

Molecular Species: BASE

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.49

CX Basic pKa: 8.55

CX LogP: 5.09

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 55

QED Weighted: 0.18

Np Likeness Score: -1.67

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