ID: ALA5200341

Max Phase: Preclinical

Molecular Formula: C40H38N8O7

Molecular Weight: 742.79

Representations

Canonical SMILES:  O=C1CCC(N2C(=O)c3ccc(N4CCN(C(=O)C5CCN(c6ccc(NC(=O)c7cnc(Oc8ccccc8)nc7)cc6)CC5)CC4)cc3C2=O)C(=O)N1

Standard InChI:  InChI=1S/C40H38N8O7/c49-34-13-12-33(36(51)44-34)48-38(53)31-11-10-29(22-32(31)39(48)54)46-18-20-47(21-19-46)37(52)25-14-16-45(17-15-25)28-8-6-27(7-9-28)43-35(50)26-23-41-40(42-24-26)55-30-4-2-1-3-5-30/h1-11,22-25,33H,12-21H2,(H,43,50)(H,44,49,51)

Standard InChI Key:  HBZXIWJRQLOWPC-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: 742.79

Molecular Weight (Monoisotopic): 742.2863

AlogP: 3.49

#Rotatable Bonds: 8

Polar Surface Area: 174.45

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.59

CX Basic pKa: 5.10

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 4

Heavy Atoms: 55

QED Weighted: 0.25

Np Likeness Score: -1.19

References

1. Murakami Y, Osawa H, Kurohara T, Yanase Y, Ito T, Yokoo H, Shibata N, Naito M, Aritake K, Demizu Y..  (2022)  Structure-activity relationship study of PROTACs against hematopoietic prostaglandin D₂ synthase.,  13  (12.0): [PMID:36561070] [10.1039/d2md00284a]

2. Osawa H, Kurohara T, Ito T, Shibata N, Demizu Y..  (2023)  CRBN ligand expansion for hematopoietic prostaglandin D₂ synthase (H-PGDS) targeting PROTAC design and their in vitro ADME profiles.,  84  [PMID:37018877] [10.1016/j.bmc.2023.117259]

Source

Source(1):

• Scientific Literature