ID: ALA5275299

Max Phase: Preclinical

Molecular Formula: C46H53ClN6O7

Molecular Weight: 837.42

Representations

Canonical SMILES:  CC1(C)[C@H](NC(=O)c2ccc(C(=O)NCCCCCCCCCCNc3cccc4c3C(=O)N(C3CCC(=O)NC3=O)C4=O)cc2)C(C)(C)[C@H]1Oc1ccc(C#N)c(Cl)c1

Standard InChI:  InChI=1S/C46H53ClN6O7/c1-45(2)43(46(3,4)44(45)60-31-21-20-30(27-48)33(47)26-31)52-39(56)29-18-16-28(17-19-29)38(55)50-25-12-10-8-6-5-7-9-11-24-49-34-15-13-14-32-37(34)42(59)53(41(32)58)35-22-23-36(54)51-40(35)57/h13-21,26,35,43-44,49H,5-12,22-25H2,1-4H3,(H,50,55)(H,52,56)(H,51,54,57)/t35?,43-,44-

Standard InChI Key:  QRQGVXVDQXIEQK-OBASXCCISA-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: 837.42

Molecular Weight (Monoisotopic): 836.3664

AlogP: 7.19

#Rotatable Bonds: 18

Polar Surface Area: 186.80

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.59

CX Basic pKa: 2.20

CX LogP: 7.45

CX LogD: 7.45

Aromatic Rings: 3

Heavy Atoms: 60

QED Weighted: 0.08

Np Likeness Score: -0.52

References

1. Han X, Wang C, Qin C, Xiang W, Fernandez-Salas E, Yang CY, Wang M, Zhao L, Xu T, Chinnaswamy K, Delproposto J, Stuckey J, Wang S..  (2019)  Discovery of ARD-69 as a Highly Potent Proteolysis Targeting Chimera (PROTAC) Degrader of Androgen Receptor (AR) for the Treatment of Prostate Cancer.,  62  (2): [PMID:30629437] [10.1021/acs.jmedchem.8b01631]

Source

Source(1):

• Scientific Literature