ID: ALA4849497

Max Phase: Preclinical

Molecular Formula: C42H45ClN8O5

Molecular Weight: 777.33

Molecule Type: Unknown

Representations

Canonical SMILES:  CN(c1ccc(C#N)c(Cl)c1)[C@H]1CC[C@H](NC(=O)c2ccc(N3CC(CN4CCN(c5ccc6c(c5)C(=O)N(C5CCC(=O)NC5=O)C6=O)CC4)C3)cc2)CC1

Standard InChI:  InChI=1S/C42H45ClN8O5/c1-47(32-9-4-28(22-44)36(43)21-32)30-10-5-29(6-11-30)45-39(53)27-2-7-31(8-3-27)50-24-26(25-50)23-48-16-18-49(19-17-48)33-12-13-34-35(20-33)42(56)51(41(34)55)37-14-15-38(52)46-40(37)54/h2-4,7-9,12-13,20-21,26,29-30,37H,5-6,10-11,14-19,23-25H2,1H3,(H,45,53)(H,46,52,54)/t29-,30-,37?

Standard InChI Key:  LOFIFWMXRZZLIL-VZASAIHWSA-N

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

Properties

Molecular Weight: 777.33

Molecular Weight (Monoisotopic): 776.3201

AlogP: 4.05

#Rotatable Bonds: 9

Polar Surface Area: 149.40

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.59

CX Basic pKa: 7.94

CX LogP: 4.31

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.31

Np Likeness Score: -1.36

References

1. Xiang W, Zhao L, Han X, Qin C, Miao B, McEachern D, Wang Y, Metwally H, Kirchhoff PD, Wang L, Matvekas A, He M, Wen B, Sun D, Wang S..  (2021)  Discovery of ARD-2585 as an Exceptionally Potent and Orally Active PROTAC Degrader of Androgen Receptor for the Treatment of Advanced Prostate Cancer.,  64  (18.0): [PMID:34473519] [10.1021/acs.jmedchem.1c00900]

Source

Source(1):

• Scientific Literature